Water → 5-Bromo-3,4-dihydroxybenzaldehyde

HRID 38378

Reaction equation

HRID 38378 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=[O:6].[Br:11]Br.O>CC(O)=O>[Br:11][C:8]1[CH:7]=[C:4]([CH:3]=[C:2]([OH:1])[C:9]=1[OH:10])[CH:5]=[O:6]

Participants

5

Reactant 3

HCID 962WaterHCID 87683,4-DihydroxybenzaldehydeHCID 24408Bromine

Product 1

HCID 854055-Bromo-3,4-dihydroxybenzaldehydeYield 48%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 3,4-dihydroxy benzaldehyde (15.48 g, 112 mmol) in 500 ml AcOH was added bromine (6.1 ml, 118 mmol) drop-wise in 50 ml AcOH over 10 min. After 4 h the mixture was poured into cold H2O. The precipitate was filtered, washed with cold H2O and dried in vacuum to give 3-bromo-4,5-dihydroxy-benzaldehyde (11.64 g, 48%) as a grey solid.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with cold H2O
  3. customdried in vacuum

Sources & evidence

ORD record
ord-3c991c6b5d484f42a5cf5ab54878ec63
Source dataset
uspto-grants-2013_09
Patent number
US08524725B2

Linked notes

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