1-(4-Fluorophenyl)-2-nitroethanol → 2-Amino-1-(4-fluorophenyl)ethan-1-ol

HRID 2120009

반응식

HRID 2120009 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:13])[CH2:9][N+:10]([O-])=O)=[CH:4][CH:3]=1>[Pd].CO>[NH2:10][CH2:9][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)[OH:13]

참가 물질

4

반응물 1

HCID 112983621-(4-Fluorophenyl)-2-nitroethanol

생성물 1

HCID 98272-Amino-1-(4-fluorophenyl)ethan-1-ol수율 97%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A recovery flask was charged with 520 mg (2.81 mmol) of the optically active 1-(4-fluorophenyl)-2-nitroethanol obtained in Example 14, 52 mg of 10% Pd/C, and 2.8 ml of methanol, and stirring was carried out under an atmosphere of hydrogen at atmospheric pressure and 30° C. for 22 hours. After the reaction was completed, the catalyst was filtered off and the solvent was distilled off under vacuum to give 421 mg (yield 97%, 1H-NMR) of optically active 2-amino-1-(4-fluorophenyl)ethanol as white crystals. The amino group of the amino alcohol so obtained was monobenzoylated by reaction with benzoyl chloride, and when it was analyzed using a CHIRALCEL OD column (eluant; n-hexane:2-propanol=30:1), it was found that the optical purity was 96% ee.

후처리

  1. filtrationthe catalyst was filtered off
  2. distillationthe solvent was distilled off under vacuum

출처 및 근거

ORD 기록
ord-0a8a722c2d32409ea554633aec678d6a
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06686505B2

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