Ethanone, 1-[4-[(1S)-1-hydroxyethyl]phenyl]- (9CI)

Base Information

• Chemical Name: Ethanone, 1-[4-[(1S)-1-hydroxyethyl]phenyl]- (9CI)
• CAS No.: 185144-38-1
• Molecular Formula: C10H12 O2
• Molecular Weight: 164.204
• Mol file: 185144-38-1.mol

Synonyms:Ethanone,1-[4-(1-hydroxyethyl)phenyl]-, (S)-; (S)-1-(4-Acetylphenyl)ethanol

Chemical Property of Ethanone, 1-[4-[(1S)-1-hydroxyethyl]phenyl]- (9CI)

Chemical Property:

• PSA: 37.30000
• LogP: 1.94250

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethanone, 1-[4-[(1S)-1-hydroxyethyl]phenyl]- (9CI)

There total 12 articles about Ethanone, 1-[4-[(1S)-1-hydroxyethyl]phenyl]- (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

p-formylacetophenone (3457-45-2) + trimethylaluminum (75-24-1) → (S)-1-(4-(1-hydroxyethyl)phenyl)ethanone (185144-38-1)

Guidance literature:

p-formylacetophenone; trimethylaluminum; With titanium(IV) isopropylate; (S_a)-2'-[(R)-hydroxy(phenyl)methyl]-(1,1'-binaphthalen)-2-ol; In diethyl ether; toluene; at 0 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In diethyl ether; water; toluene; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetasy.2012.05.007

Reference yield: 86.0%

1,4-Diacetylbenzene (1009-61-6) → (S,S)-α,α'-dimethyl-1,4-benzenedimethanol (143394-10-9) + (S)-1-(4-(1-hydroxyethyl)phenyl)ethanone (185144-38-1)

Guidance literature:

With baker's yeast; Sucrose; In water; at 30 ℃; for 144h;

DOI:10.1016/S0957-4166(97)00462-X

Reference yield: 25.0%

1,4-Diacetylbenzene (1009-61-6) → (R)-1-[4-(1-hydroxyethyl)phenyl]ethan-1-one (108673-17-2) + (R,R)-1-<4'-(1''-hydroxyethyl)phenyl>ethanol (6781-43-7,112710-40-4,112710-41-5,143394-10-9,108674-91-5) + (S)-1-(4-(1-hydroxyethyl)phenyl)ethanone (185144-38-1)

Guidance literature:

With (+)-β-chlorodiisopinocampheylborane; In dichloromethane; at 0 ℃; for 2h; Yield given;

DOI:10.1016/0040-4039(96)00708-3

upstream raw materials:

vinyl acetate

rac-1-(4-(1-hydroxyethyl)phenyl)ethan-1-one

1,4-Diacetylbenzene

1-(4-(2-methyl-1,3-dioxolan-2-yl)phenyl)ethanone

Downstream raw materials:

(S,RSd)-α,α'-dimethyl-α-deuterio-1,4-benzenedimethanol