Water → HCID 18946962, compound

HRID 248923Notes

Reaction equation

HRID 248923 reaction equation
[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][C:8]=2[C:14]([O:16][CH3:17])=[O:15])[CH2:2][CH2:3][CH3:4].[Cl:18]N1C(=O)CCC1=O.O>CN(C)C=O>[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13]=1[Cl:18])=[CH:11][CH:10]=[CH:9][C:8]=2[C:14]([O:16][CH3:17])=[O:15])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 18946596HCID 18946596, compound

Product 1

HCID 18946962HCID 18946962, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of methyl 2-(n-butyl)indole-7-carboxylate (P) (0.3 g) in 6 ml of dimethylformamide at room temperature was added N-chlorosuccinimide (0.17 g). The solution was stirred at room temperature for 16 hours, then water was added, and the mixture extracted with ether. The extract was separated and solvent evaporated under reduced pressure, to give methyl 2-(n-butyl)-3-chloroindole-7-carboxylate, a compound of Formula (Q) where X is chloro, as an oil.

Workup

  1. extractionthe mixture extracted with ether
  2. customThe extract was separated
  3. customsolvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-eedd5e3566654d119eb69e0350119f7d
Source dataset
uspto-grants-1993_05
Patent number
US05212195

Reaction notes

Loading…