Sodium Bicarbonate → 1-(2,4-Dimethyl-5-thiazolyl)-1-(3-pyridyl)ethanol

HRID 2823

反応式

HRID 2823 の反応式
[C:1]([C:4]1[S:8][C:7]([CH3:9])=[N:6][C:5]=1[CH3:10])(=[O:3])[CH3:2].[Li][C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1.C(=O)([O-])O.[Na+]>C(OCC)C>[CH3:9][C:7]1[S:8][C:4]([C:1]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)([OH:3])[CH3:2])=[C:5]([CH3:10])[N:6]=1

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 5208882,4-Dimethyl-5-acetylthiazoleHCID 178418470HCID 178418470、化合物

生成物 1

HCID 189363201-(2,4-Dimethyl-5-thiazolyl)-1-(3-pyridyl)ethanol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

5-Acetyl-2,4-dimethylthiazole (2.5 g) in dry diethylether (10 ml) was added dropwise to a stirred solution of 3-lithiopyridine (from 3.5 g 3-bromopyridine) in diethylether at -70° C. After 3 hours the mixture was allowed to warm to room temperature. After a further 1 hour, aqueous sodium hydrogen carbonate was added and the organic layer was separated. The aqueous layer was extracted with diethylether. The material obtained from the combined organic layers was purified by flash chromatography to give the title compound, m.p. 107.5°-109° C.

後処理

  1. waitAfter a further 1 hour
  2. customthe organic layer was separated
  3. extractionThe aqueous layer was extracted with diethylether
  4. customThe material obtained from the combined organic layers
  5. customwas purified by flash chromatography

出典と根拠

ORDレコード
ord-64a5fb908811427eb165211883741e3d
出典データセット
uspto-grants-1998_03
特許番号
US05731335

関連ノート

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