Bromine → 3-(Bromoacetyl)-4-hydroxybenzoic acid

HRID 395573Notes

Reaction equation

HRID 395573 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[OH:13])[C:7]([OH:9])=[O:8])(=[O:3])[CH3:2].[Br:14]Br>C(O)(=O)C>[Br:14][CH2:2][C:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[OH:13])[C:7]([OH:9])=[O:8])=[O:3]

Participants

4

Reactant 2

HCID 24408BromineHCID 91792453-Acetyl-4-hydroxybenzoic acid

Product 1

HCID 135735143-(Bromoacetyl)-4-hydroxybenzoic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

The compound obtained in Step A (32.2 mmol) is dissolved in glacial acetic acid (40 ml) and then 48.3 mmol of bromine are added. The mixture is heated at 80° C. for 2 hours and is then hydrolysed using ice-cold water. The precipitate obtained is filtered off, washed with water until a pH of 5-6 is obtained, and then dried and recrystallised.

Workup

  1. customThe precipitate obtained
  2. filtrationis filtered off
  3. washwashed with water until a pH of 5-6
  4. customis obtained
  5. customdried
  6. customrecrystallised

Sources & evidence

ORD record
ord-c386defd6d5e4fea945844a689b518b5
Source dataset
uspto-grants-2003_08
Patent number
US06605632B1

Reaction notes

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