Hydrochloric Acid → (1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol

HRID 482043노트

반응식

HRID 482043 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]1([C@@H:12]([O:14]C(=O)C2C=CC=CC=2)[CH3:13])[CH2:11][O:10]1.C[O-].[Na+].Cl>CO>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]1([C@@H:12]([OH:14])[CH3:13])[CH2:11][O:10]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 10709605[(1S)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethyl]benzoateHCID 10942334Sodium Methoxide

생성물 1

HCID 10631861(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol수율 92.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

[(1S)-1-[(2R)-2-(2,4-Difluorophenyl)-2-oxiranyl]ethyl]benzoate (15.9 g) was dissolved in 800 ml of methanol, and 12.9 ml of 28% methanolic solution of sodium methylate was added thereto with ice cooling. The reaction solution was stirred for six hours at room temperature. To the reaction solution was added 63.2 ml of 1N hydrochloric acid and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: hexane/ethyl acetate=6/1 to 2/1) to give 9.7 g of (1S)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethanol as a colorless oil.

후처리

  1. distillationthe solvent was distilled off under reduced pressure
  2. customThe residue was purified by silica gel chromatography (eluent: hexane/ethyl acetate=6/1 to 2/1)

출처 및 근거

ORD 기록
ord-228545160b284bb2bd680b98b59f0dec
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05792780

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