4-Hydroxybenzaldehyde → 3-Bromo-4-hydroxybenzaldehyde

HRID 2378721Notes

Reaction equation

HRID 2378721 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[Br:10]Br.O>C(Cl)(Cl)Cl>[Br:10][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:2]=1[OH:1])[CH:6]=[O:7]

Participants

5

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 962WaterHCID 24408Bromine

Product 1

HCID 763083-Bromo-4-hydroxybenzaldehyde

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 4-hydroxybenzaldehyde (10.0 g, 81.9 mmol) in chloroform (100 mL) was added with bromine (4.30 mL, 83.5 mmol), followed by stirring at room temperature for 2 hours. The reaction mixture was added with water (100 mL), and the solvent of the organic layer was evaporated under reduced pressure to obtain 3-bromo-4-hydroxybenzaldehyde as a pale yellow solid (quantitative yield).

Workup

  1. customthe solvent of the organic layer was evaporated under reduced pressure

Sources & evidence

ORD record
ord-db1f23fbc2e34d3cbe2967a9a5ca766f
Source dataset
uspto-grants-2008_12
Patent number
US07470717B2

Reaction notes

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