Chlorosuccinimide → ethyl-3-chloro-1-cyclopropyl-4-(methoxy)-1H-indole-6-carboxylate

HRID 420146ノート

反応式

HRID 420146 の反応式
[CH:1]1([N:4]2[C:12]3[C:7](=[C:8]([O:18][CH3:19])[CH:9]=[C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:11]=3)[CH:6]=[CH:5]2)[CH2:3][CH2:2]1.[Cl:20]N1C(=O)CCC1=O>C1COCC1.CCOC(C)=O>[CH2:16]([O:15][C:13]([C:10]1[CH:11]=[C:12]2[C:7]([C:6]([Cl:20])=[CH:5][N:4]2[CH:1]2[CH2:2][CH2:3]2)=[C:8]([O:18][CH3:19])[CH:9]=1)=[O:14])[CH3:17]

参加物

5

反応物 2

HCID 31398ChlorosuccinimideHCID 66649481ethyl 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylate

生成物 1

HCID 66649552ethyl-3-chloro-1-cyclopropyl-4-(methoxy)-1H-indole-6-carboxylate収率 70.5%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

To a stirred solution of 1.29 g of ethyl 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylate in 13 ml of THF was added 801 mg of N-chlorosuccinimide and the mixture was stirred at 60° C. for 2 hrs. After diluted with EtOAc, the mixture was washed successively with water and saturated brine, dried over Na2SO4, and concentrated. The residue was purified on SiO2 column chromatography to afford 1.03 g of ethyl-3-chloro-1-cyclopropyl-4-(methoxy)-1H-indole-6-carboxylate as a colorless solid.

後処理

  1. washthe mixture was washed successively with water and saturated brine
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated
  4. customThe residue was purified on SiO2 column chromatography

出典と根拠

ORDレコード
ord-df492794a6df4779bd733cdb7b24cbad
出典データセット
uspto-grants-2012_01
特許番号
US08093389B2

反応ノート

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