1-Chlorobutane-2,3-dione → HCID 68695579、化合物

HRID 644039ノート

反応式

HRID 644039 の反応式
Cl[CH2:2][C:3](=O)[C:4](=[O:6])[CH3:5].[CH:8]1([CH2:14][N:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][C:22]=3[O:24][CH3:25])[C:17]([C:26](=[S:28])[NH2:27])=[CH:16]2)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1>C(O)C>[CH:8]1([CH2:14][N:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][C:22]=3[O:24][CH3:25])[C:17]([C:26]3[S:28][CH:2]=[C:3]([C:4](=[O:6])[CH3:5])[N:27]=3)=[CH:16]2)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1

参加物

4

反応物 2

HCID 796801-Chlorobutane-2,3-dioneHCID 86073268HCID 86073268、化合物

生成物 1

HCID 68695579HCID 68695579、化合物収率 75.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A solution of 1-chloro-2,3-butanedione (0.717 g, 5.95 mmol) in ethanol (3 ml) was added dropwise to a solution of 1-(cyclohexyl)methyl-7-methoxy-1H-indole-3-carbothioic acid amide (prepared as in Example 16; 1.20 g, 3.97 mmol) in ethanol (12 ml) at room temperature, and then the resulting mixture was stirred at room temperature for 3 days. The reaction mixture was concentrated in vacuo and the obtained residue was mixed with dichloromethane (50 ml) and washed sequentially with water and brine, dried over magnesium sulfate and concentrated in vacuo. The obtained residue was purified by column chromatography eluting with 33% (v/v) ethyl acetate in n-heptane to afford 1-{2-[1-(cyclohexyl)methyl-7-methoxy-1H-indol-3-yl]thiazol-4-yl}ethanone as a brown solid (1.11 g).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionthe obtained residue was mixed with dichloromethane (50 ml)
  3. washwashed sequentially with water and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe obtained residue was purified by column chromatography
  7. washeluting with 33% (v/v) ethyl acetate in n-heptane

出典と根拠

ORDレコード
ord-c14c02b4e34441b692760fa5c8747f6c
出典データセット
uspto-grants-2010_04
特許番号
US07700634B2

反応ノート

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