Water → 2-Bromoisovanillin

HRID 426744Notes

Reaction equation

HRID 426744 reaction equation
[O:1]=[CH:2][C:3]1[CH:11]=[CH:10][C:7]([O:8][CH3:9])=[C:5]([OH:6])[CH:4]=1.[Br:12]Br.O>C(Cl)(Cl)Cl>[Br:12][C:4]1[C:5]([OH:6])=[C:7]([O:8][CH3:9])[CH:10]=[CH:11][C:3]=1[CH:2]=[O:1]

Participants

5

Reactant 3

HCID 962WaterHCID 12127IsovanillinHCID 24408Bromine

Product 1

HCID 2240112-Bromoisovanillin

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

Isovanillin (76.1 g, 0.5 m) was suspended in 750 ml of chloroform. Bromine (27.3 ml, 0.5 m) in 200 ml of chloroform was added at 0° slowly. Water was added to give the desired 2-bromo-3-hydroxy-4-methoxybenzaldehyde, m.p. 197°-203°.

Sources & evidence

ORD record
ord-9634f0ff070b4815a809fd8bcee2f259
Source dataset
uspto-grants-1979_10
Patent number
US04171359

Reaction notes

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