Diethyl Ether → (1R,2S)-2-(tert-butyldimethylsilyloxy)-1-(2-fluoro-3-(trifluoromethyl)phenyl)propan-1-ol

HRID 2279469노트

반응식

HRID 2279469 반응식
[Si:1]([O:8][C@@H:9]([CH3:23])[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[C:13]=1[F:22])=[O:11])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].CCOCC>[BH4-].[Zn+2].[BH4-].O>[Si:1]([O:8][C@@H:9]([CH3:23])[C@@H:10]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:19])([F:21])[F:20])[C:13]=1[F:22])[OH:11])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

참가 물질

5

반응물 2

HCID 3283Diethyl EtherHCID 86705481(S)-2-(tert-butyldimethylsilyloxy)-1-(2-fluoro-3-(trifluoromethyl)phenyl)propan-1-one

생성물 1

HCID 86705482(1R,2S)-2-(tert-butyldimethylsilyloxy)-1-(2-fluoro-3-(trifluoromethyl)phenyl)propan-1-ol

시약·촉매·용매 2

HCID 12838295ZINC;boranuide촉매HCID 962Water용매

실험 절차

To a solution of 112 (1.374 g, 3.921 mmol) and Et2O (20 mL) cooled to 0° C. was added a solution of zinc borohydride (8.46 mL, 1.176 mmol) was added and the reaction was stirred for 2 h. Water was added slowly and the mixture was extracted with ether. The organic layer was washed with water and brine then dried, filtered, and concentrated to afford (1R,2S)-2-(tert-butyldimethylsilyloxy)-1-(2-fluoro-3-(trifluoromethyl)phenyl)propan-1-ol (114) which was used without additional purification.

후처리

  1. additionwas added
  2. extractionthe mixture was extracted with ether
  3. washThe organic layer was washed with water and brine
  4. customthen dried
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-94ec11e52c684e60bb22c716627683e3
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133187B2

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