Benzyl Alcohol → (3-Benzyloxy-5-trifluoromethyl-phenyl)-acetic acid

HRID 1810308노트

반응식

HRID 1810308 반응식
F[C:2]1[CH:3]=[C:4]([CH2:12][C:13]([OH:15])=[O:14])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[CH2:16]([OH:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[H-].[Na+]>CN1C(=O)CCC1>[CH2:16]([O:23][C:2]1[CH:3]=[C:4]([CH2:12][C:13]([OH:15])=[O:14])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 244Benzyl AlcoholHCID 24758Sodium hydrideHCID 27591723-Fluoro-5-(trifluoromethyl)phenylacetic acid

생성물 1

HCID 59644613(3-Benzyloxy-5-trifluoromethyl-phenyl)-acetic acid

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
120 °C

실험 절차

To 3-fluoro-5-(trifluoromethyl)phenylacetic acid (2.0 g, 9.0 mmol) and benzyl alcohol (1.9 mL, 18.0 mmol) in NMP (10 mL) was added sodium hydride (60% in mineral oil; 0.8 g, 19.8 mmol), and the reaction was stirred at 120° C. for 3 hours. The mixture was acidified and extracted with EtOAc, and the crude material was purified by silica gel chromatography to give the title compound.

후처리

  1. extractionextracted with EtOAc
  2. customthe crude material was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-2f953c3c988b41f88870239a3573e9fa
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362044B2

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