Trifluoroacetic acid → 2-(2-Fluorophenyl)cyclopropane-1-carboxylic acid

HRID 1351582ノート

反応式

HRID 1351582 の反応式
C([O:5][C:6]([C@@H:8]1[CH2:10][C@H:9]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[F:17])=[O:7])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[F:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[CH:9]1[CH2:10][CH:8]1[C:6]([OH:7])=[O:5]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 58635344(R,R)-2-(2-Fluoro-phenyl)-cyclopropanecarboxylic acid tert-butyl ester

生成物 1

HCID 218646742-(2-Fluorophenyl)cyclopropane-1-carboxylic acid

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To the t-butyl ester from Step 1 (0.52 g, 0.0022 mole) in dichloromethane at 0° C. was added trifluoroacetic acid and the mixture stirred at rt for 30 min. The reaction was concentrated in vacuo to give the title compound as an oil. Analysis of the acid by chiral HPLC (Chirapak AD, 250×4.6 mm) using 95/5(A/B), 0.2% trifluroacetic acid in hexane(A) and ethanol(B), 1 mL/min, showed the material to have a purity of ≧94% EE. M.S. (M+1): 181.

後処理

  1. concentrationThe reaction was concentrated in vacuo

出典と根拠

ORDレコード
ord-5350bd81a11b41eaacdc35aa7d7fb552
出典データセット
uspto-grants-2007_05
特許番号
US07217716B2

反応ノート

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