N-bromobutanimide → Methyl 3-acetyl-5-bromo-4-hydroxybenzoate

HRID 1457917Notes

Reaction equation

HRID 1457917 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[OH:14])[C:7]([O:9][CH3:10])=[O:8])(=[O:3])[CH3:2].[Br:15]N1C(=O)CCC1=O>ClC1C=CC=CC=1>[C:1]([C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([Br:15])[C:13]=1[OH:14])[C:7]([O:9][CH3:10])=[O:8])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 12332833Methyl 3-acetyl-4-hydroxybenzoate

Product 1

HCID 15818980Methyl 3-acetyl-5-bromo-4-hydroxybenzoate

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

Methyl 3-acetyl-4-hydroxybenzoate was reacted in chlorobenzene with 1.1 eq. of N-bromosuccinimide and a trace of AlBN to form methyl 3-acetyl-5-bromo-4-hydroxybenzoate. Colorless crystals, mp 106°-108° C.

Sources & evidence

ORD record
ord-9efe54ec89344e25809fa909acdc15b8
Source dataset
uspto-grants-1998_12
Patent number
US05849775

Reaction notes

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