N-bromobutanimide → HCID 21867385, compound

HRID 857309Notes

Reaction equation

HRID 857309 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][CH:8]=2)=[CH:4][CH:3]=1.C1C(=O)N([Br:25])C(=O)C1>C(Cl)(Cl)(Cl)Cl.CCCCCC.CCOC(C)=O>[Br:25][C:8]1[NH:9][C:10]2[C:15]([C:7]=1[CH2:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:17][CH:16]=1)=[CH:14][CH:13]=[CH:12][CH:11]=2

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 17748052HCID 17748052, compound

Product 1

HCID 21867385HCID 21867385, compound

Reagents, catalysts & solvents 2

HCID 5943Carbon TetrachlorideSolventHCID 21226206Ethyl acetate hexaneSolvent

Procedure

To a solution of 2 g of 3-(4-chlorobenzyl)-1H-indole in 50 mL of CCl4 was added 1.8 g of NBS. The reaction mixture was stirred for 1 hour at room temperature and diluted with 50 mL of 5:1 hexane/EtOAc. The mixture was then filtered through a pad of silica gel and the filtrate was concentrated under reduced pressure to give the crude title compound, which was used for the next step without further purification.

Workup

  1. filtrationThe mixture was then filtered through a pad of silica gel
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a9d2c40708e145bd8dac321e5b16a5a4
Source dataset
uspto-grants-2006_12
Patent number
US07144913B2

Reaction notes

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