622-86-6

Usage

Uses

Used in Organic Synthesis:
2-Phenoxyethyl chloride is used as a synthetic intermediate for the production of various organic compounds. Its reactivity allows it to be a valuable building block in the synthesis of different molecules, contributing to the development of new pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Phenoxyethyl chloride is used as a key component in the synthesis of pseudo-symmetrical tamoxifen derivatives. Tamoxifen is a selective estrogen receptor modulator (SERM) that is widely used in the treatment of breast cancer. 2-Phenoxyethyl chloride plays a crucial role in the coupling reaction of benzaldehyde, cinnamyltrimethylsilane, and anisole, which are essential steps in the production of these tamoxifen derivatives.
Used in Chemical Research:
2-Phenoxyethyl chloride is also utilized in chemical research as a versatile reagent for the preparation of various functional groups and molecular structures. Its unique properties make it an attractive candidate for exploring new reaction pathways and developing innovative synthetic methods in organic chemistry.

InChI:InChI=1/C8H9ClO/c9-6-7-10-8-4-2-1-3-5-8/h1-5H,6-7H2

Upstream product

• 107-06-2 1,2-dichloro-ethane 
• 108-95-2 phenol 
• 100-67-4 potassium phenolate 
• 107-04-0 1-Bromo-2-chloroethane 
• 139-02-6 sodium phenoxide 
• 64-17-5 ethanol 
• 80-41-1 2-chloroethyl tosylate 
• 56-23-5 tetrachloromethane 
• 7732-18-5 water 
• 122-99-6 2-Phenoxyethanol 
• 104-15-4 toluene-4-sulfonic acid 
• 67-68-5 dimethyl sulfoxide 
• 141482-06-6 1-methanesulfonyloxy-2-(phenoxy)ethane 
• 122-59-8 2-phenoxyacetic acid 

Downstream Products

• 13484-37-2 1-[2-phenoxyethyl]piperazine 
• 124110-17-4 4-decyl-4-(2-phenoxy-ethyl)-morpholinium; chloride 
• 18729-28-7 1-(2-phenoxy-ethyl)-4-phenyl-piperidine-4-carboxylic acid ethyl ester 
• 103157-52-4 1-(2-benzhydryloxy-ethyl)-4-(2-phenoxy-ethyl)-piperazine 
• 109101-56-6 3-carbamoyl-1-(2-phenoxy-ethyl)-pyridinium; bromide 
• 13380-49-9 (4-(2-chloroethoxy)phenyl)(4-methoxyphenyl)methanone 
• 101782-14-3 2-[bis-(2-phenoxy-ethyl)-amino]-ethanol 
• 17414-04-9 β-phenyl mercaptoethyl phenolate 
• 666836-96-0 1-[4-(2-chloro-ethoxy)-phenyl]-decan-1-one 
• 41378-51-2 N-ethyl-N-(2-phenoxy-ethyl)-aniline 
• 13468-02-5 dimethyl(2-phenoxyethyl)amine 
• 74-40-8 N,N-diethyl-2-phenoxyaminoethane 
• 622-18-4 N-(2-phenoxyethyl)aniline 
• 104743-44-4 2-[ethyl-(2-phenoxy-ethyl)-amino]-ethanol 

Relevant academic research and scientific papers

NMP-mediated chlorination of aliphatic alcohols with aryl sulfonyl chloride for the synthesis of alkyl chlorides

NMP-mediated chlorination of aliphatic alcohols has been developed for the synthesis of alkyl chlorides. This facile, efficient and practical approach used simple and readily available aryl sulfonyl chlorides as the chlorination reagent for the construction of C–Cl bond in good to excellent yields with mild conditions and broad substrate scope.

Synthesis method of 1,2-diphenoxyethane thermosensitive sensitizer

The invention relates to the field of sensitizers for thermosensitive paper, particularly a synthesis method of a high-purity 1,2-diphenoxyethane thermosensitive sensitizer. The method comprises the following steps: adding phenol and dichloroethane into a reaction kettle, performing heating under reflux, dropwisely adding an acid-binding agent into the reaction kettle, performing reaction until no phenol is detected, performing reduced pressure distillation to remove the dichloroethane, supplementing the acid-binding agent, performing heating, dropwisely adding the phenol, performing tracking detection until 2-chlorophenetole reacts completely, stopping dropwisely adding the phenol, performing water washing to remove the salt, and performing ethanol recrystallization to obtain the product. The reaction condition is mild: the maximum temperature is controlled at 120-150 DEG C, so the condition is accessible. The method has the advantages of short reaction time, accessible raw materials, simple technical operation process, recyclable raw materials and high product purity, and is suitable for industrial production.

Method for preparing chlorohydrocarbons from alcohols by using aryl sulfonyl chloride as chlorination agent

The invention provides a method for preparing chlorohydrocarbons from alcohols by using aryl sulfonyl chloride as a chlorination agent. The method comprises the following steps: heating alcohols and aryl sulfonyl chloride in N,N-dialkyl substituted amide to react for 30 minutes, cooling the reaction product to room temperature, adding dichloromethane and water, carrying out extraction and skimming, washing the organic layer with saturated saline water, drying with anhydrous sodium sulfate, steaming to remove the solvent, and carrying out further separation and purification to obtain the chlorohydrocarbons. The method has the characteristics of cheap and accessible chlorination agent, simple technical process, short reaction time and the like, can obtain high reaction under the condition that the aryl sulfonyl chloride consumption is approximate to the stoichiometric quality, and can remove the reaction byproduct aryl sulfonic acid from the reaction mixture.

TETRASUBSTITUTED ALKENE COMPOUNDS AND THEIR USE

Disclosed herein are compounds, or pharmaceutically acceptable salts thereof, and methods of using the compounds for treating breast cancer by administration to a subject in need thereof a therapeutically effective amount of the compounds or pharmaceutically acceptable salts thereof. The breast cancer may be an ER-positive breast cancer and/or the subject in need of treatment may express a mutant ER-α protein.

Formononetin derivatives and preparation methods and medical application thereof

The invention relates to the field of pharmaceutical chemistry, and relates to formononetin derivatives and preparation methods and medical application thereof, in particular to formononetin derivatives with the general formula as shown in (I), preparation methods thereof, pharmaceutical compositions containing the compounds and medical application of the derivatives and the pharmaceutical compositions, particularly, application of the derivatives and the pharmaceutical compositions serving as drugs for preventing or treating hyperlipidaemia or obesity or type-II diabetes. Please see the formula in the description.

Aryl ethers of 4-[(2-hydroxyethyl)sulfanyl]pyrimidine derivatives: Pathways of synthesis and fungicidal activity of their salt forms

2-Amino-4-[(2-aryloxyethyl)sulfanyl]-6-methylpyrimidines were obtained by S-alkylation of 2-amino-6-methylpyrimidin-4(3H)-thione with 2-aryloxyethyl chlorides. Since 2-amino-4-[(2-chloroethyl)sulfanyl]-6-methylpyrimidine is prone to in situ intramolecular cyclization it cannot be used in Claisen reaction. The bromination of the target compounds provided 5-bromo derivatives; some of their hydrochlorides exhibited fungicidal activity.

Nanosized ferric hydroxide catalyzed c-o cross-coupling of phenol and halides to generate phenoxy ether

The iron-based catalyst can effectively catalyze the phenolic hydroxyl C-O bond formation reaction to give the corresponding phenoxy ethers. The reaction of phenol and methyl chloroacetate, for example, gives phenoxy acetic acid methyl ester in 98 % yield under the optimal reaction conditions. Among the iron-based catalysts, nanosized ferric hydroxide prepared through sol-gel method gives the best catalytic activity.

A facile and green protocol for nucleophilic substitution reactions of sulfonate esters by recyclable ionic liquids [bmim][X]

Ionic liquids [bmim][X] (X = Cl, Br, I, OAc, SCN) are highly efficient reagents for nucleophilic substitution reactions of sulfonate esters derived from primary and secondary alcohols. The counter anions (X-) of the ionic liquids, [bmim][X], effectively replace the sufonates affording the corresponding substitution products such as alkyl halides, acetates, and thiocyanides in excellent yields. The newly developed protocol is very environmentally attractive because the reactions use stoichiometric amounts of ionic liquids as sole reagents in most cases and do not require additional solvents, any other activating reagents, non-conventional equipment, or special precautions. Moreover, these ionic liquids can be readily recycled without loss of reactivity, making the whole process greener.

A facile and green protocol for nucleophilic substitution reactions of sulfonate esters by recyclable ionic liquids [bmim][X]

Ionic liquids [bmim][X] (X = Cl, Br, I, OAc, SCN) are highly efficient reagents for nucleophilic substitution reactions of sulfonate esters derived from primary and secondary alcohols. The counter anions (X-) of the ionic liquids, [bmim][X], effectively replace the sufonates affording the corresponding substitution products such as alkyl halides, acetates, and thiocyanides in excellent yields. The newly developed protocol is very environmentally attractive because the reactions use stoichiometric amounts of ionic liquids as sole reagents in most cases and do not require additional solvents, any other activating reagents, non-conventional equipment, or special precautions. Moreover, these ionic liquids can be readily recycled without loss of reactivity, making the whole process greener. Georg Thieme Verlag KG Stuttgart · New York.

A new and more efficient synthesis of methylene acetals

A new and efficient synthesis of benzyl chlorides and methylene acetals by use of 2,4-dichloro-6-methoxy[l,3,5]triazine (MeOTCT) and dimethyl sulfoxide has been developed. Chlorides are the major products for benzyl alcohols, while methylene acetals are the major products for secondary alcohols. This procedure provides the highest yields so far for methylene acetals of steroids. A plausible mechanism is proposed on the basis of the experiments. Georg Thieme Verlag Stuttgart.