Bromine → 3-Bromo-5-tert-butyl-4-hydroxybenzaldehyde

HRID 461872

Reaction equation

HRID 461872 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[OH:13])[CH:8]=[O:9])([CH3:4])([CH3:3])[CH3:2].[Br:14]Br>C(O)(=O)C>[Br:14][C:11]1[CH:10]=[C:7]([CH:6]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[C:12]=1[OH:13])[CH:8]=[O:9]

Participants

4

Reactant 2

HCID 24408BromineHCID 30176183-(tert-Butyl)-4-hydroxybenzaldehyde

Product 1

HCID 148392973-Bromo-5-tert-butyl-4-hydroxybenzaldehyde

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 3-tert-butyl-4-hydroxybenzaldehyde (3 gm) in acetic acid (30 ml) was added dropwise bromine (1.5 ml). The mixture was stirred at 25° for 3 hours and the solvent removed in vacuo. Recrystallisation of the residue from aqueous ethanol gave 3-bromo-5-tert-butyl-4-hydroxybenzaldehyde (3.2 gm) m.p. 126°.

Workup

  1. customthe solvent removed in vacuo
  2. customRecrystallisation of the residue from aqueous ethanol

Sources & evidence

ORD record
ord-4e6b889b26734e6b98e2c03dea89c9c8
Source dataset
uspto-grants-1977_12
Patent number
US04064266

Linked notes

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