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

HRID 2309802

반응식

HRID 2309802 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 mg, 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-5d6a10867a7f4dada197feda6a8d533f
출처 데이터셋
uspto-grants-1987_09
특허 번호
US04697012

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