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

HRID 4353

反応式

HRID 4353 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e29bb60d5a354d0d869838cdbf5e9016
出典データセット
uspto-grants-1988_02
特許番号
US04725606

関連ノート

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