Sodium borohydride → 1-Phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanol

HRID 4353

반응식

HRID 4353 반응식
[C:1]1([C:7]([C:9]2[S:10][CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=3)[N:13]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>CO>[C:1]1([CH:7]([C:9]2[S:10][CH:11]=[C:12]([C:14]3[CH:15]=[CH:16][N:17]=[CH:18][CH:19]=3)[N:13]=2)[OH:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 140969581-Phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanone

생성물 1

HCID 140969591-Phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanol수율 45%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 1-phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanone (675 g, 0.0025 mol) in methanol (40 mL) was added sodium borohydride (300 mg, 0.0079 mol) in portions and the mixture allowed to stir at room temperature for one hour. The reaction mixture was concentrated, diluted with water, and extracted with ether (3×25 mL). The combined extracts were washed with brine, dried over magnesium sulfate, concentrated, and chromatographed. Recrystallization from hexane/ethyl acetate afforded 1-phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanol (300 mg, 45%). mp. 146°-147° C.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additiondiluted with water
  3. extractionextracted with ether (3×25 mL)
  4. washThe combined extracts were washed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. customchromatographed
  8. customRecrystallization from hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-e29bb60d5a354d0d869838cdbf5e9016
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04725606

연결된 노트

불러오는 중…