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19614-15-4

19614-15-4

Identification

  • Product Name:Benzoic acid,4-(4-morpholinyl)-, ethyl ester

  • CAS Number: 19614-15-4

  • EINECS:

  • Molecular Weight:235.283

  • Molecular Formula: C13H17 N O3

  • HS Code:2934999090

  • Mol File:19614-15-4.mol

Synonyms:Benzoic acid,p-morpholino-, ethyl ester (8CI); 4-(Morpholin-4-yl)benzoic acid ethyl ester;Ethyl 4-morpholinobenzoate

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Safety information and MSDS view more

  • Pictogram(s):

  • Hazard Codes:Xi

  • 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

Supplier and reference price

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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Ethyl 4-(morpholin-4-yl)benzoate
  • Packaging:5 g
  • Price:$ 400
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Ethyl 4-(morpholin-4-yl)benzoate
  • Packaging:500 mg
  • Price:$ 136
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Ethyl 4-(morpholin-4-yl)benzoate
  • Packaging:1 g
  • Price:$ 184
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:Ethyl 4-morpholinobenzenecarboxylate >95%
  • Packaging:500mg
  • Price:$ 98
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:Ethyl 4-morpholinobenzenecarboxylate >95%
  • Packaging:1g
  • Price:$ 151
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:Ethyl 4-morpholinobenzenecarboxylate >95%
  • Packaging:5g
  • Price:$ 335
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  • Manufacture/Brand:Crysdot
  • Product Description:Ethyl4-Morpholinobenzoate 95+%
  • Packaging:100g
  • Price:$ 687
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  • Manufacture/Brand:Apolloscientific
  • Product Description:Ethyl4-(morpholin-4-yl)benzoate
  • Packaging:1g
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  • Manufacture/Brand:Apolloscientific
  • Product Description:Ethyl4-(morpholin-4-yl)benzoate
  • Packaging:500mg
  • Price:$ 85
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  • Manufacture/Brand:Apolloscientific
  • Product Description:Ethyl4-(morpholin-4-yl)benzoate
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Relevant articles and documentsAll total 22 Articles be found

Electrochemical Cross-Dehydrogenative Aromatization Protocol for the Synthesis of Aromatic Amines

Tao, Shao-Kun,Chen, Shan-Yong,Feng, Mei-Lin,Xu, Jia-Qi,Yuan, Mao-Lin,Fu, Hai-Yan,Li, Rui-Xiang,Chen, Hua,Zheng, Xue-Li,Yu, Xiao-Qi

supporting information, p. 1011 - 1016 (2022/02/05)

The introduction of amines onto aromatics without metal catalysts and chemical oxidants is synthetically challenging. Herein, we report the first example of an electrochemical cross-dehydrogenative aromatization (ECDA) reaction of saturated cyclohexanones and amines to construct anilines without additional metal catalysts and chemical oxidants. This reaction exhibits a broad scope of cyclohexanones including heterocyclic ketones, affording a variety of aromatic amines with various functionalities, and shows great potential in the synthesis of biologically active compounds.

Amination of Aryl Halides Mediated by Electrogenerated Nickel from Sacrificial Anode

Daili, Farah,Sengmany, Stéphane,Léonel, Eric

, p. 2462 - 2469 (2021/06/28)

Electrochemical C(sp2)?N couplings mediated by nickel salts generated from the sacrificial anode has been described for the first time. In this approach, the sacrificial nickel anode is employed as the sole source of nickel and the process, operationally simple to set up, enables the preparation of functionalized arylamine derivatives with moderate to good yields, under mild reaction conditions and without additional ligand. A cooperative process between the two electrodes is involved in the proposed mechanism.

Dihalogen-bridged NHC-palladium(i) dimers: Synthesis, characterisation and applications in cross-coupling reactions

Pirkl, Nico,Del Grosso, Alessandro,Mallick, Bert,Doppiu, Angelino,Goo?en, Lukas J.

supporting information, p. 5275 - 5278 (2019/05/08)

A di-iodo-bridged PdI dimer bearing an N-heterocyclic carbene ligand was made accessible via the reduction of [(IPr)PdI2]2 in basic methanol solution. The structural features of [(IPr)PdI]2 were explored by single-crystal X-ray analysis. It was found to be a convenient one-component precatalyst with high activity in Suzuki-Miyaura, Buchwald-Hartwig, and Sonogashira reactions.

Organic semiconductor photocatalyst can bifunctionalize arenes and heteroarenes

Ghosh, Indrajit,Khamrai, Jagadish,Savateev, Aleksandr,Shlapakov, Nikita,Antonietti, Markus,K?nig, Burkhard

, p. 360 - 366 (2019/08/15)

Photoexcited electron-hole pairs on a semiconductor surface can engage in redox reactions with two different substrates. Similar to conventional electrosynthesis, the primary redox intermediates afford only separate oxidized and reduced products or, more rarely, combine to one addition product. Here, we report that a stable organic semiconductor material, mesoporous graphitic carbon nitride (mpg-CN), can act as a visible-light photoredox catalyst to orchestrate oxidative and reductive interfacial electron transfers to two different substrates in a two- or three-component system for direct twofold carbon–hydrogen functionalization of arenes and heteroarenes. The mpg-CN catalyst tolerates reactive radicals and strong nucleophiles, is straightforwardly recoverable by simple centrifugation of reaction mixtures, and is reusable for at least four catalytic transformations with conserved activity.

Silver-catalyzed intermolecular amination of fluoroarenes

Wang, Yu,Wei, Chenlong,Tang, Ruyun,Zhan, Haosheng,Lin, Jing,Liu, Zhenhua,Tao, Weihua,Fang, Zhongxue

supporting information, p. 6191 - 6194 (2018/09/10)

A novel highly selective Ag-catalyzed intermolecular amination of fluoroarenes has been developed. This transformation starts from readily available 4-carbonyl fluorobenzene and NaN3 or other nitrogen-source, via amination followed by C-F bond cleavage, thus affording the desired 4-carbonyl arylamine products under mild conditions. The reaction is accelerated using a small amount of water. This pathway is distinct from a previously reported radical amination reaction.

Process route upstream and downstream products

Process route

4-fluorobenzoic acid ethyl ester
451-46-7

4-fluorobenzoic acid ethyl ester

4-(morpholin-4-yl)benzoic acid ethyl ester
19614-15-4

4-(morpholin-4-yl)benzoic acid ethyl ester

Conditions
Conditions Yield
at 120 ℃; for 48h;
96%
at 120 ℃; for 48h;
95.9%
With dipotassium peroxodisulfate; water; silver carbonate; at 120 ℃; Sealed tube;
93%
In acetonitrile; at 62 ℃; for 50h; under 7500600 Torr;
77%
at 120 ℃; for 25h; Inert atmosphere;
70.1%
With potassium carbonate; In dimethyl sulfoxide; at 100 ℃; for 18h;
47%
With potassium carbonate; In dimethyl sulfoxide; at 100 ℃; for 18h;
47%
In water;
89%.
With potassium carbonate; In dimethyl sulfoxide; at 110 ℃; for 12h;
Ethyl 4-bromobenzoate
5798-75-4

Ethyl 4-bromobenzoate

4-(morpholin-4-yl)benzoic acid ethyl ester
19614-15-4

4-(morpholin-4-yl)benzoic acid ethyl ester

Conditions
Conditions Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; caesium carbonate; In cyclopentyl methyl ether; for 24h; Inert atmosphere; Reflux;
99%
With nickel(II) bromide dimethoxyethane; In N,N-dimethyl acetamide; at 25 ℃; regiospecific reaction; Inert atmosphere; Irradiation; Alkaline conditions;
81%
With N,N,N,N-tetraethylammonium tetrafluoroborate; In N,N-dimethyl-formamide; acetonitrile; at 20 ℃; for 3.5h; Electrochemical reaction;
70%
4-iodobenzoic acid ethyl ester
51934-41-9

4-iodobenzoic acid ethyl ester

4-(morpholin-4-yl)benzoic acid ethyl ester
19614-15-4

4-(morpholin-4-yl)benzoic acid ethyl ester

Conditions
Conditions Yield
With caesium carbonate; P(i-BuNCH2)3CMe; palladium diacetate; In toluene; at 80 ℃;
93%
With caesium carbonate; palladium diacetate; P(i-BuNCH2)3CMe; In toluene; at 80 ℃; for 15 - 20h; Product distribution / selectivity;
93%
4-(benzoyloxy)morpholine
5765-65-1

4-(benzoyloxy)morpholine

4-iodobenzoic acid ethyl ester
51934-41-9

4-iodobenzoic acid ethyl ester

4-(morpholin-4-yl)benzoic acid ethyl ester
19614-15-4

4-(morpholin-4-yl)benzoic acid ethyl ester

Conditions
Conditions Yield
4-iodobenzoic acid ethyl ester; With isopropylmagnesium bromide; In tetrahydrofuran; at -35 ℃; for 1h;
With zinc(II) chloride; In tetrahydrofuran; at -35 ℃; for 0.166667h;
4-(benzoyloxy)morpholine; With copper (I) trifluoromethane sulfonate benzene; In tetrahydrofuran; at 20 ℃; for 1h;
75%
4-iodobenzoic acid ethyl ester; With isopropylmagnesium bromide; In tetrahydrofuran; at -35 ℃; for 1h;
With zinc(II) chloride; In tetrahydrofuran; at -35 ℃; for 0.166667h;
4-(benzoyloxy)morpholine; copper (I) trifluoromethane sulfonate benzene; In tetrahydrofuran; at 25 ℃; for 1h;
4-iodobenzoic acid ethyl ester; With isopropylmagnesium bromide; In tetrahydrofuran; at -35 ℃; for 1h;
With zinc(II) chloride; In tetrahydrofuran; at -35 ℃; for 0.333333h;
4-(benzoyloxy)morpholine; bis(triphenylphosphine)nickel(II) chloride; In tetrahydrofuran; at 20 ℃;
C<sub>27</sub>H<sub>27</sub>O<sub>10</sub>P
1312161-41-3

C27H27O10P

4-(morpholin-4-yl)benzoic acid ethyl ester
19614-15-4

4-(morpholin-4-yl)benzoic acid ethyl ester

Conditions
Conditions Yield
With NiCl(1-naphthyl)(PPh3)2; sodium hydride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In 1,4-dioxane; at 110 ℃; Inert atmosphere;
83%
4-(benzoyloxy)morpholine
5765-65-1

4-(benzoyloxy)morpholine

C<sub>18</sub>H<sub>18</sub>O<sub>4</sub>Zn

C18H18O4Zn

4-(morpholin-4-yl)benzoic acid ethyl ester
19614-15-4

4-(morpholin-4-yl)benzoic acid ethyl ester

Conditions
Conditions Yield
With copper(I) trifluoromethanesulfonate benzene; In tetrahydrofuran; at 20 ℃;
77%
ethyl 4-oxocyclohexane-1-carboxylate
17159-79-4

ethyl 4-oxocyclohexane-1-carboxylate

4-(morpholin-4-yl)benzoic acid ethyl ester
19614-15-4

4-(morpholin-4-yl)benzoic acid ethyl ester

Conditions
Conditions Yield
With 1,4-diaza-bicyclo[2.2.2]octane; tert-butylammonium hexafluorophosphate(V); acetic acid; In acetonitrile; at 60 ℃; for 20h; Electrochemical reaction; Schlenk technique;
76%
diethylene glycol dimesylate
34604-52-9

diethylene glycol dimesylate

p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

4-(morpholin-4-yl)benzoic acid ethyl ester
19614-15-4

4-(morpholin-4-yl)benzoic acid ethyl ester

Conditions
Conditions Yield
With potassium carbonate; In water; at 100 ℃; for 1h; Microwave irradiation; Green chemistry;
51%
ethyl 4-chlorobenzoate
7335-27-5

ethyl 4-chlorobenzoate

4-(morpholin-4-yl)benzoic acid ethyl ester
19614-15-4

4-(morpholin-4-yl)benzoic acid ethyl ester

Conditions
Conditions Yield
With [(IPr)PdI]2; sodium t-butanolate; In tetrahydrofuran; at 40 ℃; for 2h; Sealed tube; Inert atmosphere;
34%
3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

4-(morpholin-4-yl)benzoic acid ethyl ester
19614-15-4

4-(morpholin-4-yl)benzoic acid ethyl ester

Conditions
Conditions Yield
at 200 ℃;

Global suppliers and manufacturers

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