Benzoyl Peroxide → Methyl 2-(bromo-methyl)-4-chloro-1-methyl-1H-indole-3-carboxylate

HRID 453855ノート

反応式

HRID 453855 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([C:13]([O:15][CH3:16])=[O:14])=[C:5]([CH3:12])[N:6]2[CH3:11].C1C(=O)N([Br:24])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:24][CH2:12][C:5]1[N:6]([CH3:11])[C:7]2[C:3]([C:4]=1[C:13]([O:15][CH3:16])=[O:14])=[C:2]([Cl:1])[CH:10]=[CH:9][CH:8]=2

参加物

5

反応物 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 59473668Methyl 4-chloro-1,2-dimethyl-1H-indole-3-carboxylate

生成物 1

HCID 59473756Methyl 2-(bromo-methyl)-4-chloro-1-methyl-1H-indole-3-carboxylate収率 48%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
85 °C

実験手順

Methyl 4-chloro-1,2-dimethyl-1H-indole-3-carboxylate (9.70 mmol, 1.0 equiv.) was dissolved in CCl4 (97 ml), and NBS (9.70 mmol, 1.0 equiv.) and benzoyl peroxide (0.19 mmol, 0.02 equiv.) were added. The mixture was heated for 1 h at 85° C. The resulting succinimide was filtered out, the filtrate was concentrated, and the residue was purified by column chromatography (20% ethyl acetate in hexane). Yield: 48%

後処理

  1. filtrationThe resulting succinimide was filtered out
  2. concentrationthe filtrate was concentrated
  3. customthe residue was purified by column chromatography (20% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-41a85795b6ca4f81ae7b4d6bfb8f6e9c
出典データセット
uspto-grants-2013_07
特許番号
US08492559B2

反応ノート

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