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Cas Database

2227-57-8

2227-57-8

Identification

Synonyms:Propiolicacid, (p-methoxyphenyl)- (6CI,7CI,8CI); (4-Methoxyphenyl)-2-propynoic acid;(p-Methoxyphenyl)propiolic acid; 3-(4-Methoxyphenyl)-2-propynoic acid;3-(4-Methoxyphenyl)propynoic acid; 4-Methoxyphenylpropiolic acid; NSC 61877

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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  • Manufacture/Brand:TRC
  • Product Description:3-(4-Methoxyphenyl)-2-propynoicAcid
  • Packaging:100mg
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  • Product Description:3-(4-Methoxyphenyl)-2-propynoicAcid
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  • Manufacture/Brand:Rieke Metals
  • Product Description:(4-Methoxy-phenyl)-propynoicacid
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  • Manufacture/Brand:Rieke Metals
  • Product Description:(4-Methoxy-phenyl)-propynoicacid
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  • Manufacture/Brand:Crysdot
  • Product Description:3-(4-Methoxyphenyl)propiolicacid 95+%
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  • Manufacture/Brand:Chemenu
  • Product Description:3-(4-methoxyphenyl)propiolicacid 95%
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Relevant articles and documentsAll total 97 Articles be found

An efficient nanoscale heterogeneous catalyst for the capture and conversion of carbon dioxide at ambient pressure

Liu, Xiao-Huan,Ma, Jian-Gong,Niu, Zheng,Yang, Guang-Ming,Cheng, Peng

, p. 988 - 991 (2015)

Silver nanoparticles were successfully supported on the zeolite-type metal-organic framework MIL-101 to yield Ag@MIL-101 by a simple liquid impregnation method. For the first time, the conversion of terminal alkynes into propiolic acids with CO2 was achieved by the use of the Ag@MIL-101 catalysts. Owing to the excellent catalytic activity, the reaction proceeded at atmospheric pressure and low temperature (50 8C). The Ag@MIL-101 porous material is of outstanding bifunctional character as it is capable of simultaneously capturing and converting CO2 with low energy consumption and can be recovered easily by centrifugation.

Gold-Catalyzed Post-Ugi Cascade Transformation for the Synthesis of 2-Pyridones

Du, Xiaochen,Yu, Jiafeng,Gong, Jing,Zaman, Manzoor,Pereshivko, Olga P.,Peshkov, Vsevolod A.

, p. 2502 - 2507 (2019)

A gold-catalyzed post-Ugi cascade transformation for the synthesis of 2-pyridones is described. The process involves furan–alkyne cyclization followed by furan ring-opening and cleavage of the isocyanide-originated fragment. The initially formed cis double bond can isomerize into a more stable trans double bond upon prolonged exposure to a strong Br?nsted acid. Thus, the overall strategy provides a viable access towards two types of 2-pyridones.

Composite System of Ag Nanoparticles and Metal-Organic Frameworks for the Capture and Conversion of Carbon Dioxide under Mild Conditions

Zhu, Ning-Ning,Liu, Xiao-Huan,Li, Tao,Ma, Jian-Gong,Cheng, Peng,Yang, Guang-Ming

, p. 3414 - 3420 (2017)

The materials Ag@MIL-100(Fe) and Ag@UIO-66(Zr) are obtained for the capture and transformation of CO2 into alkynyl carboxylic acids, which are environmental friendly, facile to synthesize, and exhibit excellent efficiency and reusability. The influence on the catalytic activity of such Ag@MOF systems by metal-organic frameworks' (MOFs) surface area, thermal, and chemical stability, especially the acid-base characteristics of the pores, are compared and discussed systematically.

An efficient Ag/MIL-100(Fe) catalyst for photothermal conversion of CO2 at ambient temperature

Jing, Peng,Wu, Boyuan,Han, Zongsu,Shi, Wei,Cheng, Peng

, p. 3505 - 3508 (2021)

The conversion of CO2 under mild condition is of great importance because these reactions involving CO2 can not only produce value-added chemicals from abundant and inexpensive CO2 feedstock but also close the carbon cycle. However, the chemical inertness of CO2 requires the development of high-performance catalysts. Herein, Ag nanoparticles/MIL-100(Fe) composites were synthesized by simple impregnation-reduction method and employed as catalysts for the photothermal carboxylation of terminal alkynes with CO2. MIL-100(Fe) could stabilize Ag nanoparticles and prevent them from aggregation during catalytic process. Taking the advantages of photothermal effects and catalytic activities of both Ag nanoparticles and MIL-100(Fe), various aromatic alkynes could be converted to corresponding carboxylic acid products (86%–92% yields) with 1 atm CO2 at room temperature under visible light irradiation when using Ag nanoparticles/MIL-100(Fe) as photothermal catalysts. The catalysts also showed good recyclability with almost no loss of catalytic activity for three consecutive runs. More importantly, the catalytic performance of Ag nanoparticles/MIL-100(Fe) under visible light irradiation at room temperature was comparable to that upon heating, showing that the light source could replace conventional heating method to drive the reaction. This work provided a promising strategy of utilizing solar energy for achieving efficient CO2 conversion to value-added chemicals under mild condition.

Hierarchically porous covalent organic frameworks assembled in ionic liquids for highly effective catalysis of C-C coupling reactions

Gao, Hongshuai,Guan, Pengxin,Li, Zhiyong,Qiu, Jikuan,Wang, Huiyong,Wang, Jianji,Zhang, Hucheng,Zhang, Suojiang,Zhao, Yuling

, p. 2605 - 2612 (2020)

Although significant progress has been made in the synthesis of covalent organic frameworks (COFs) in recent years, the construction of hierarchical pores in such materials remains a great challenge. Herein, we report a facile synthesis of hierarchically porous COFs (HP-COFs) under mild conditions in ionic liquids 1-alkyl-3-methylimidazolium tetrafluoroborates ([Cnmim][BF4], n = 4, 6, 10). It has been found that apart from the inherent micropores, a large mesoporous structure has been produced in the COFs in which the size of pores can be simply tuned by adjusting the alkyl chain length of the ionic liquids. These mesopores have been confirmed by N2 sorption and electron microscopy techniques. Importantly, this approach is applicable for the preparation of various HP-COFs, such as imine and hydrazone based COFs, which are quite difficult to acquire through traditional methods. In addition, these HP-COFs show highly effective catalytic performance for C-C bond formation, especially for large size molecule based C-C coupling reactions in comparison with uni-pore COFs.

Cobalt-Mediated Decarboxylative/Desilylative C?H Activation/Annulation Reaction: An Efficient Approach to Natural Alkaloids and New Structural Analogues

Hai, Li,Lai, Ruizhi,Lv, Shan,Nie, Ruifang,Wu, Yong,Yang, Zhongzhen,chen, Kang

, (2022/02/03)

A Co(II)-mediated decarboxylative/desilylative C?H activation/annulation reaction for the efficient synthesis of 3-arylisoquinolines has been developed. Using alkynyl carboxylic acid and alkynyl silane as terminal alkyne precursors, providing straightforw

Acetylenic Replacement of Albicidin's Methacrylamide Residue Circumvents Detrimental E/Z Photoisomerization and Preserves Antibacterial Activity

Behroz, Iraj,Kleebauer, Leonardo,Hommernick, Kay,Seidel, Maria,Gr?tz, Stefan,Mainz, Andi,Weston, John B.,Süssmuth, Roderich D.

, p. 9077 - 9086 (2021/05/27)

The natural product albicidin is a highly potent inhibitor of bacterial DNA gyrase. Its outstanding activity, particularly against Gram-negative pathogens, qualifies it as a promising lead structure in the search for new antibacterial drugs. However, as we show here, the N-terminal cinnamoyl moiety of albicidin is susceptible to photochemical E/Z isomerization. Moreover, the newly formed Z isomer exhibits significantly reduced antibacterial activity, which hampers the development and biological evaluation of albicidin and potent derivatives thereof. Hence, we synthesized 13 different variants of albicidin in which the vulnerable para-coumaric acid moiety was replaced; this yielded photostable analogues. Biological activity assays revealed that diaryl alkyne analogues exhibited virtually undiminished antibacterial efficacy. This promising scaffold will therefore serve as a blueprint for the design of a potent albicidin-based drug.

Enantioselective hydroesterificative cyclization of 1,6-enynes to chiral γ-lactams bearing a quaternary carbon stereocenter

Dong, Kaiwu,Li, Huimin,Ren, Xinyi,Shen, Chaoren,Tang, Lin,Wang, Peng

supporting information, p. 3561 - 3566 (2021/05/29)

A palladium-catalyzed asymmetric hydroesterification-cyclization of 1,6-enynes with CO and alcohol was developed to efficiently prepare a variety of enantioenriched γ-lactams bearing a chiral quaternary carbon center and a carboxylic ester group. The approach featured good to high chemo-, region-, and enantioselectivities, high atom economy, and mild reaction conditions as well as broad substrate scope. The correlation between the multiple selectivities of such process and the N-substitutes of the amide linker in the 1,6-enyne substrate has been depicted by the crystallographic evidence and control experiments.

Access to Triazolopiperidine Derivatives via Copper(I)-Catalyzed [3+2] Cycloaddition/Alkenyl C?N Coupling Tandem Reactions

Xiao, Guorong,Wu, Kaifu,Zhou, Wei,Cai, Qian

supporting information, p. 4988 - 4991 (2021/10/14)

A copper-catalyzed [3+2] cylcoaddition/ alkenyl C?N coupling tandem reaction was demonstrated. It provided a method for the formation of triazolopiperidine skeletons. (Figure presented.).

Organocatalytic Strategy for the Fixation of CO2via Carboxylation of Terminal Alkynes

Shi, Jun-Bin,Bu, Qingqing,Liu, Bin-Yuan,Dai, Bin,Liu, Ning

, p. 1850 - 1860 (2021/01/14)

An organocatalytic strategy for the direct carboxylation of terminal alkynes with CO2 has been developed. The combined use of a bifunctional organocatalyst and Cs2CO3 resulted in a robust catalytic system for the preparation of a range of propiolic acid derivatives in high yields with broad substrate scope using CO2 at atmospheric pressure under mild temperatures (60 °C). This work has demonstrated that this organocatalytic method offers a competitive alternative to metal catalysis for the carboxylation of terminal alkynes and CO2. In addition, this protocol was suitable for the three-component carboxylation of terminal alkynes, alkyl halides, and CO2.

Process route upstream and downstream products

Process route

(4-Methoxy-phenyl)-propynoic acid 2,4-dinitro-phenyl ester

(4-Methoxy-phenyl)-propynoic acid 2,4-dinitro-phenyl ester

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

3-(4-methoxyphenyl)propynoic acid
2227-57-8

3-(4-methoxyphenyl)propynoic acid

Conditions
Conditions Yield
With potassium chloride; In 1,4-dioxane; water; at 17 - 34.5 ℃; Kinetics; Mechanism; Thermodynamic data; ΔH(act.), ΔS(act.) at pH 12.69;
1-(2,2-dibromovinyl)-4-methoxybenzene
60512-57-4

1-(2,2-dibromovinyl)-4-methoxybenzene

carbon dioxide
124-38-9,18923-20-1

carbon dioxide

3-(4-methoxyphenyl)propynoic acid
2227-57-8

3-(4-methoxyphenyl)propynoic acid

Conditions
Conditions Yield
1-(2,2-dibromovinyl)-4-methoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 1.5h;
carbon dioxide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;
With water; In tetrahydrofuran; hexane;
93%
1-(2,2-dibromovinyl)-4-methoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;
carbon dioxide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere;
84%
1-(2,2-dibromovinyl)-4-methoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 2h; Inert atmosphere;
carbon dioxide; In tetrahydrofuran; hexane; at -60 - 20 ℃; Inert atmosphere;
1-(2,2-dibromovinyl)-4-methoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 2h; Inert atmosphere;
carbon dioxide; In tetrahydrofuran; hexane; at -60 - 20 ℃; Inert atmosphere;
1-(2,2-dibromovinyl)-4-methoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 2h; Inert atmosphere;
carbon dioxide; In tetrahydrofuran; hexane; at -60 - 25 ℃;
With hydrogenchloride; In water;
1-(2,2-dibromovinyl)-4-methoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 2h; Inert atmosphere;
carbon dioxide; In tetrahydrofuran; hexane; at -60 - 25 ℃; Inert atmosphere;
carbon dioxide
124-38-9,18923-20-1

carbon dioxide

4-methoxyphenylacetylen
768-60-5

4-methoxyphenylacetylen

3-(4-methoxyphenyl)propynoic acid
2227-57-8

3-(4-methoxyphenyl)propynoic acid

Conditions
Conditions Yield
With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 15h; under 760.051 Torr; Schlenk technique;
98.2%
With 3-(1-mesityl-1H-imidazol-3-ium-3-yl)propane-1-sulfonate; caesium carbonate; potassium iodide; silver(l) oxide; In N,N-dimethyl-formamide; at 35 ℃; for 24h; under 750.075 Torr; Darkness;
98%
With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 15h; under 760.051 Torr; Reagent/catalyst; Schlenk technique; Glovebox; Green chemistry;
98.9%
With caesium carbonate; In dimethyl sulfoxide; at 50 ℃; for 16h; under 760.051 Torr; Sealed tube;
98%
With [CuI(1,1′-bis(di-tert-butylphosphino)ferrocene)]; caesium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 24h; under 760.051 Torr; Inert atmosphere;
96%
4-methoxyphenylacetylen; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.16667h;
carbon dioxide; In tetrahydrofuran; hexane; at -78 ℃; for 3h;
With water; In tetrahydrofuran; hexane;
95%
With hydrogenchloride; C54H44Cu2N2P4S2; caesium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 12h; Inert atmosphere;
95%
With Mo2(O-t-Bu)6; caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 10h; under 760.051 Torr; Schlenk technique;
93.8%
With caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 12h; under 750.075 Torr;
93%
With caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 18h; under 760.051 Torr; Reagent/catalyst;
93%
carbon dioxide; 4-methoxyphenylacetylen; With potassium carbonate; copper(l) chloride; In N,N-dimethyl-formamide; at 20 ℃; for 18h; under 760.051 Torr;
With hydrogenchloride; In dichloromethane; water; pH=1; Product distribution / selectivity;
92%
With caesium carbonate; In N,N-dimethyl-formamide; at 24 ℃; for 20h;
92%
With caesium carbonate; In dimethyl sulfoxide; at 60 ℃; for 24h; under 760.051 Torr; Green chemistry;
92%
With caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; under 760.051 Torr; chemoselective reaction;
92%
4-methoxyphenylacetylen; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere; Schlenk technique;
carbon dioxide; In tetrahydrofuran; at 0 ℃; for 0.5h; Schlenk technique;
91%
With 1-(6-acetylpyridin-2-yl)-3-propyl-1H-benzo[d]imidazol-3-ium iodide; In dimethyl sulfoxide; at 60 ℃; for 24h; under 760.051 Torr;
91%
carbon dioxide; 4-methoxyphenylacetylen; With caesium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 16h; under 1900.13 Torr;
With hydrogenchloride; water; In N,N-dimethyl-formamide; pH=1;
90%
With caesium carbonate; In dimethyl sulfoxide; at 50 ℃; for 16h; under 760.051 Torr;
90%
carbon dioxide; 4-methoxyphenylacetylen; With caesium carbonate; silver(I) iodide; In N,N-dimethyl-formamide; at 50 ℃; for 12h; under 1500.15 Torr; Autoclave;
With hydrogenchloride; In water; Cooling;
88%
carbon dioxide; 4-methoxyphenylacetylen; With diethoxymethylane; potassium tert-butylate; at 40 ℃; for 2h; Schlenk technique;
With hydrogenchloride; In water; Schlenk technique;
88%
carbon dioxide; 4-methoxyphenylacetylen; With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Irradiation;
With hydrogenchloride; In water;
88%
With caesium carbonate; In dimethyl sulfoxide; at 50 ℃; for 12h; under 750.075 Torr; Schlenk technique;
87.9%
carbon dioxide; 4-methoxyphenylacetylen; With caesium carbonate; In dimethyl sulfoxide; at 60 ℃; for 24h; under 760.051 Torr; Schlenk technique;
With hydrogenchloride; In water; Schlenk technique;
87%
With C16H9MoN3O4; caesium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 18h; Schlenk technique;
87%
carbon dioxide; 4-methoxyphenylacetylen; With C24H30N3(1+)*Cl4Fe; caesium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 20h; under 760.051 Torr;
With hydrogenchloride; water; In N,N-dimethyl-formamide; at 20 ℃;
85%
With tetrabutylammonium acetate; potassium carbonate; copper(I) bromide; In toluene; at 25 ℃; for 20h; under 750.075 Torr; Inert atmosphere;
85%
4-methoxyphenylacetylen; With lithium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 0.000833333h; Flow reactor;
carbon dioxide; In tetrahydrofuran; at 20 ℃; for 0.000138889h; Flow reactor;
With water; In tetrahydrofuran; at 20 ℃; under 7500.75 Torr; Flow reactor;
84%
With 1,3-bis(4-methylbenzyl)imidazol-2-ylidene silver(I) chloride; caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h; under 760.051 Torr; Schlenk technique;
84%
With {[Cu43-OH)2(atrz)2(SIP)2]?4H2O}n; caesium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 16h; under 2250.23 Torr; Autoclave;
83%
With (4,7-diphenyl-1,10-phenanthroline)bis[tris(p-fluorophenyl)phosphine]copper(I) nitrate; caesium carbonate; In N,N-dimethyl-formamide; at 35 ℃; for 12h; under 3750.38 Torr;
81%
carbon dioxide; 4-methoxyphenylacetylen; With copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 50 ℃; for 12h; under 60006 Torr; Autoclave; Schlenk technique; Supercritical conditions; Green chemistry;
With hydrogenchloride; In water; Green chemistry;
81%
With caesium carbonate; In dimethyl sulfoxide; at 60 ℃; for 24h; Sealed tube; Inert atmosphere;
81%
With caesium carbonate; silver(I) iodide; In N,N-dimethyl-formamide; at 25 ℃; for 16.25h; under 760.051 Torr; Inert atmosphere; Schlenk technique;
80%
With caesium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 10h; under 760.051 Torr;
80%
With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; In neat (no solvent); at 100 ℃; for 6h; under 9000.9 Torr; Autoclave;
72%
With 18-crown-6 ether; cesium fluoride; trimethylsilylacetylene; In dimethyl sulfoxide; at 30 ℃; for 24h; Glovebox; Schlenk technique;
71%
With {(N,N'-cyclohexane-1,2-diylbis((4-(tert-butyl)benzoyl)amide))Nd[N(SiMe3)2](tetrahydrofuran)}2; caesium carbonate; In dimethyl sulfoxide; at 40 ℃; for 24h; under 760.051 Torr; Schlenk technique;
70%
With (1,3-bis(2,6-diisopropyl-4-(morpholinomethyl)phenyl)imidazolidin-2-ylidene)copper(I) chloride; caesium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 12h; under 1500.15 Torr; Inert atmosphere; Schlenk technique; Green chemistry;
42%
4-methoxyphenylacetylen; With n-butyllithium; In hexane; at 0 ℃; for 0.5h;
carbon dioxide; In hexane; for 0.25h; Further stages;
4-methoxyphenylacetylen; With n-butyllithium; In tetrahydrofuran; at -78 ℃; Inert atmosphere;
carbon dioxide; Inert atmosphere;
4-methoxyphenylacetylen; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere; Schlenk technique;
carbon dioxide; In tetrahydrofuran; at -78 - 0 ℃; for 0.5h; Inert atmosphere; Schlenk technique;
4-methoxyphenylacetylen; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;
carbon dioxide; In tetrahydrofuran; at 0 ℃; Inert atmosphere; Schlenk technique;
With potassium carbonate; In dimethyl sulfoxide; at 50 ℃; for 24h; under 760.051 Torr;
With caesium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 12h; under 760.051 Torr;
93 %Chromat.
4-methoxyphenylacetylen; With n-butyllithium; In hexane; toluene; at -30 ℃; for 0.25h; Inert atmosphere;
carbon dioxide; In hexane; toluene; at -30 - 25 ℃; Inert atmosphere;
para-iodoanisole
696-62-8

para-iodoanisole

Propiolic acid
471-25-0

Propiolic acid

3-(4-methoxyphenyl)propynoic acid
2227-57-8

3-(4-methoxyphenyl)propynoic acid

Conditions
Conditions Yield
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 20 ℃; for 16h;
74%
With bis-triphenylphosphine-palladium(II) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-di(diphenylphosphino)-butane; In dimethyl sulfoxide; at 50 ℃; for 5h; Sealed flask;
67%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 6h; Inert atmosphere; Sealed tube;
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 8h; Inert atmosphere;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 25 ℃; for 12h;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 20 ℃; for 12h;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 20 ℃; for 12h;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 20 ℃; for 12h;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 35 ℃; for 10h; Inert atmosphere;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 20 ℃; for 12h; Inert atmosphere;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 25 ℃; for 12h;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 20 ℃; for 12h; Inert atmosphere;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 35 ℃; for 10h;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 25 - 30 ℃; Inert atmosphere;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 25 ℃; Inert atmosphere;
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 35 ℃; for 12h;
methyl 3-(4-methoxyphenyl)propynoate
7515-17-5

methyl 3-(4-methoxyphenyl)propynoate

3-(4-methoxyphenyl)propynoic acid
2227-57-8

3-(4-methoxyphenyl)propynoic acid

Conditions
Conditions Yield
methyl 3-(4-methoxyphenyl)propynoate; With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃;
With hydrogenchloride; In water; ethyl acetate; at 0 ℃; for 1h; pH=4;
95%
With sodium hydroxide; In ethanol; for 1.5h;
With water; sodium hydroxide; In ethanol; Inert atmosphere;
With water; sodium hydroxide; In methanol; at 20 ℃;
With sodium hydroxide; In methanol; water; at 20 ℃; for 3h;
With sodium hydroxide; In methanol; water; at 20 ℃; for 3h;
80 mg
2,3-dibromo-3-(4-methoxyphenyl)propionic acid ethyl ester
157019-58-4

2,3-dibromo-3-(4-methoxyphenyl)propionic acid ethyl ester

3-(4-methoxyphenyl)propynoic acid
2227-57-8

3-(4-methoxyphenyl)propynoic acid

Conditions
Conditions Yield
With potassium hydroxide; In ethanol; Reflux;
65%
With potassium hydroxide; In ethanol; for 12h; Heating;
51%
With potassium hydroxide; In ethanol; for 4h; Heating;
With ethanol; potassium hydroxide; at 82 ℃; for 10h;
4.6 g
With potassium hydroxide; In ethanol; for 6h; Reflux;
(4-methoxyphenyl)propynoic acid tert-butyl ester
1051853-01-0

(4-methoxyphenyl)propynoic acid tert-butyl ester

3-(4-methoxyphenyl)propynoic acid
2227-57-8

3-(4-methoxyphenyl)propynoic acid

Conditions
Conditions Yield
With formic acid; at 40 ℃; for 1h;
70%
ethyl 3-(4-methoxyphenyl)propynoate
51718-85-5

ethyl 3-(4-methoxyphenyl)propynoate

3-(4-methoxyphenyl)propynoic acid
2227-57-8

3-(4-methoxyphenyl)propynoic acid

Conditions
Conditions Yield
With sodium hydroxide; Yield given; Heating;
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In diethyl ether; water; for 120h; Yield given;
Multi-step reaction with 3 steps
1: 2.3 percent Chromat. / quinoline, H2 / Lindlar catalyst / hexane; various solvent(s) / 760 Torr / Ambient temperature
2: 99 percent / Br2
3: 51 percent / KOH / aq. ethanol / 12 h / Heating
With quinoline; potassium hydroxide; hydrogen; bromine; Lindlar's catalyst; In ethanol; hexane;
ethyl 3-(4-methoxyphenyl)propynoate; With sodium hydroxide; In ethanol; water; at 20 ℃; for 0.5h;
With hydrogenchloride; In ethanol; water;
With water; sodium hydroxide; In ethanol; at 20 ℃; for 2.5h; Inert atmosphere;
With water; sodium hydroxide; In ethanol; Inert atmosphere;
With sodium hydroxide; In methanol; water; at 0 - 20 ℃; Inert atmosphere; Schlenk technique;
2.69g
carbon dioxide
124-38-9,18923-20-1

carbon dioxide

(4-methoxyphenylethynyl)trimethylsilane
3989-14-8

(4-methoxyphenylethynyl)trimethylsilane

3-(4-methoxyphenyl)propynoic acid
2227-57-8

3-(4-methoxyphenyl)propynoic acid

Conditions
Conditions Yield
carbon dioxide; (4-methoxyphenylethynyl)trimethylsilane; With cesium fluoride; In dimethyl sulfoxide; at 20 ℃; for 3h; Schlenk technique;
With hydrogenchloride; In water; at 0 ℃; pH=> 1;
85%
With cesium fluoride; In dimethyl sulfoxide; at 20 ℃; for 3h;
3-(4-methoxyphenyl)propynal
90696-21-2

3-(4-methoxyphenyl)propynal

3-(4-methoxyphenyl)propynoic acid
2227-57-8

3-(4-methoxyphenyl)propynoic acid

Conditions
Conditions Yield
With sodium dihydrogen phosphate monohydrate; cyclohexene; In water; tert-butyl alcohol; at 0 - 20 ℃; for 10h;
60%

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  • Chemlyte Solutions
  • Business Type:Other
  • Contact Tel:+86-189 8945 5137
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  • Main Products:200
  • Country:China (Mainland)
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