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2-Bromothiazole → 1211507-79-7

HRID 440325
ノート
印刷プレビュー

反応式

HRID 440325 の反応式
[Li]CCCC.Br[C:7]1[S:8][CH:9]=[CH:10][N:11]=1.[CH:12]1([CH:15]=[O:16])[CH2:14][CH2:13]1>CCOCC>[OH:16][CH:15]([C:7]1[S:8][CH:9]=[CH:10][N:11]=1)[CH:12]1[CH2:14][CH2:13]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 764302-BromothiazoleHCID 123114CyclopropanecarboxaldehydeHCID 178418339Butyllithium

生成物 1

HCID 224069731211507-79-7収率 95%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
-78 °C

実験手順

n-BuLi (26.7 mL, 42.8 mmol, 1.6M) was added dropwise to a -78° C. solution of 2-bromothiazole (6.7 g, 40.8 mmol) in dry Et2O (80 mL). After stirring at -78° C. for 1 h, cyclopropanal (32 mL, 42.8 mmol) was added and the solution stirred 30 min. The reaction was quenched with water, the layers separated and the aqueous extracted with EtOAc. The combined extracts were dried (MgSO4), and condensed. The crude material was purified by flash chromatography using 40% EtOAc/hexane to give 5.98 g (95%) of 2-(1-hydroxy-1-cyclopropylmethyl)thiazole as a yellow oil.

後処理

  1. stirringthe solution stirred 30 min
  2. customThe reaction was quenched with water
  3. customthe layers separated
  4. extractionthe aqueous extracted with EtOAc
  5. customThe combined extracts were dried
  6. custom(MgSO4), and condensed
  7. customThe crude material was purified by flash chromatography

出典と根拠

ORDレコード
ord-8b743ce7939d46f8aefb0adc7500f544
出典データセット
uspto-grants-1996_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05519040

反応ノート

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