Ethyl 2-chloroacetoacetate → Ethyl 2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylate

HRID 642297ノート

反応式

HRID 642297 の反応式
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[S:7])=[CH:4][CH:3]=1.[CH2:11]([O:13][C:14](=[O:20])[CH:15](Cl)[C:16](=O)[CH3:17])[CH3:12]>C(O)C>[CH2:11]([O:13][C:14]([C:15]1[S:7][C:6]([C:5]2[CH:9]=[CH:10][C:2]([F:1])=[CH:3][CH:4]=2)=[N:8][C:16]=1[CH3:17])=[O:20])[CH3:12]

参加物

4

反応物 2

HCID 11858Ethyl 2-chloroacetoacetateHCID 7372234-Fluorothiobenzamide

生成物 1

HCID 9079430Ethyl 2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylate収率 93.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 4-fluoro-thiobenzamide (1.25 g, 8.04 mmol) and 2-chloro-3-oxo-butyric acid ethyl ester (1.11 mL, 8.20 mmol) in ethanol (18 mL) was heated at refluxed for 16 h before it was cooled to room temperature and concentrated in vacuo. It was partitioned between ethyl acetate and saturated sodium bicarbonate, the organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound as a yellow solid (1.99 g): MS: (+) m/z 266.03 (M+1).

後処理

  1. temperaturewas heated
  2. temperatureat refluxed for 16 h before it
  3. concentrationconcentrated in vacuo
  4. customIt was partitioned between ethyl acetate and saturated sodium bicarbonate
  5. washthe organic layer was washed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-221ee62980014549bf9cc560bee8d286
出典データセット
uspto-grants-2010_04
特許番号
US07696223B2

反応ノート

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