N-bromobutanimide → Methyl 2-(3-bromo-5-formyl-4-hydroxyphenyl)acetate

HRID 1752872Notes

Reaction equation

HRID 1752872 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH2:10][C:11]([O:13][CH3:14])=[O:12])[CH:6]=[CH:7][C:8]=1[OH:9])=[O:2].[Br:15]N1C(=O)CCC1=O>>[Br:15][C:7]1[CH:6]=[C:5]([CH2:10][C:11]([O:13][CH3:14])=[O:12])[CH:4]=[C:3]([CH:1]=[O:2])[C:8]=1[OH:9]

Participants

3

Reactant 2

HCID 67184N-bromobutanimideHCID 12374099Methyl 2-(3-formyl-4-hydroxyphenyl)acetate

Product 1

HCID 57198039Methyl 2-(3-bromo-5-formyl-4-hydroxyphenyl)acetateYield 80.1%

Procedure

Proceeding as in Reference 9, but substituting methyl 3-formyl-4-hydroxy-phenyl-acetate (50 g, 0.258 mol) and N-bromosuccinimide (45.92 g, 0.258 mole), gave methyl 3-bromo-5-formyl-4-hydroxyphenylacetate (56.4 g, 80%) as a yellow amorphous solid.

Sources & evidence

ORD record
ord-ea86f2ad208546f3bf8adb1011aa806a
Source dataset
uspto-grants-2015_10
Patent number
US09162986B2

Reaction notes

Loading…