N-bromobutanimide → 3-Bromo-1H-indole-6-carboxylic acid

HRID 2301843Notes

Reaction equation

HRID 2301843 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([OH:12])=[O:11])[CH:8]=2)[CH:3]=[CH:2]1.[Br:13]N1C(=O)CCC1=O>>[Br:13][C:3]1[C:4]2[C:9](=[CH:8][C:7]([C:10]([OH:12])=[O:11])=[CH:6][CH:5]=2)[NH:1][CH:2]=1

Participants

3

Reactant 2

HCID 67184N-bromobutanimideHCID 5952301H-indole-6-carboxylic acid

Product 1

HCID 155430433-Bromo-1H-indole-6-carboxylic acidYield 75%

Procedure

Using the procedure described in Example 34, Part A, indole-6-carboxylic acid (2.6 g, 16.1 mmol) and N-bromosuccinimide (2.9 g, 16.1 mmol) yielded 2.88 g (75%) of the title compound.

Sources & evidence

ORD record
ord-d86ba2c16fd747d0ad901ca23c1d3463
Source dataset
uspto-grants-2002_12
Patent number
US06500851B2

Reaction notes

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