(S)-2-chloro-2,2-difluoro-1-phenylethan-1-ol

Base Information

• Chemical Name: (S)-2-chloro-2,2-difluoro-1-phenylethan-1-ol
• CAS No.: 124095-23-4
• Molecular Formula: C₈H₇ClF₂O
• Molecular Weight: 192.593
• Mol file: 124095-23-4.mol

Synonyms:(S)-2-chloro-2,2-difluoro-1-phenylethan-1-ol

Chemical Property of (S)-2-chloro-2,2-difluoro-1-phenylethan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-chloro-2,2-difluoro-1-phenylethan-1-ol

There total 6 articles about (S)-2-chloro-2,2-difluoro-1-phenylethan-1-ol 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%

2-chloro-2,2-difluoroacetophenone (384-67-8) → (S)-2-chloro-2,2-difluoro-1-phenylethan-1-ol (124095-23-4)

Guidance literature:

With C₁₀₀H₁₅₄Cl₃Fe₂O₄P₄Rh₂⁽¹⁺⁾*Cl^(1-); hydrogen; acetic acid; at 20 ℃; for 18h; under 37503.8 Torr; enantioselective reaction; Sealed tube;

DOI:10.1002/chem.201902585

Reference yield:

2-chloro-2,2-difluoroacetophenone (384-67-8) → (R)-2-chloro-2,2-difluoro-1-phenylethanol (119454-39-6) + (S)-2-chloro-2,2-difluoro-1-phenylethan-1-ol (124095-23-4)

Guidance literature:

With dried cells of Geotrichum candidum IFO 4597 (APG₄); cyclopropanol; NADP; at 30 ℃; for 20h; pH=7.0; Title compound not separated from byproducts.; Enzymatic reaction;

DOI:10.1021/jo991283k

Reference yield:

2-chloro-2,2-difluoro-1-phenyl-ethan-1-ol (340-03-4) → (S)-2-chloro-2,2-difluoro-1-phenylethan-1-ol (124095-23-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 6 h / Ambient temperature

2: 7.5 h / 40 - 41 °C / lipase MY, pH 7.3

With pyridine; In dichloromethane;

DOI:10.1016/S0022-1139(00)81174-4

upstream raw materials:

Acetic acid 2-chloro-2,2-difluoro-1-phenyl-ethyl ester

2-chloro-2,2-difluoroacetophenone

2-chloro-2,2-difluoro-1-phenyl-ethan-1-ol

diethylzinc

Refernces

• 1、 Brüning, Fabian,Nagae, Haruki,K?ch, Daniel,Mashima, Kazushi,Togni, Antonio. "Asymmetric Hydrogenation of Aryl Perfluoroalkyl Ketones Catalyzed by Rhodium(III) Monohydride Complexes Bearing Josiphos Ligands". supporting information. p. 10818 - 10822. Retrieved 2019/07/31.
• 2、 Huang, Huayin,Zong, Hua,Bian, Guangling,Song, Ling. "Catalytic asymmetric β-hydrogen transfer reduction of α-trifluoromethyl aromatic ketones with diethylzinc". . p. 835 - 839. Retrieved 2015/08/18.