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

HRID 453855노트

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HRID 453855 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

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온도
85 °C

실험 절차

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%

후처리

  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)

출처 및 근거

ORD 기록
ord-41a85795b6ca4f81ae7b4d6bfb8f6e9c
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492559B2

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