Bromine → 2-broMo-5-hydroxybenzoic acid Methyl ester

HRID 2422401Notes

Reaction equation

HRID 2422401 reaction equation
[Br:1]Br.[OH:3][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7]([O:9][CH3:10])=[O:8]>ClCCl>[Br:1][C:11]1[CH:12]=[CH:13][C:4]([OH:3])=[CH:5][C:6]=1[C:7]([O:9][CH3:10])=[O:8]

Participants

4

Reactant 2

HCID 24408BromineHCID 88068Methyl 3-Hydroxybenzoate

Product 1

HCID 189336882-broMo-5-hydroxybenzoic acid Methyl esterYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Bromine (6.74 mL) was added to a solution of methyl 3-hydroxybenzoate (20.0 g) in dichloromethane (200 mL) and stirred at room temperature for 4 hours. The reaction solution was concentrated, diisopropyl ether (40 mL) was added and the solid separated out therefrom was filtered to give the aimed compound (28.3 g, 93%) as a colorless solid.

Workup

  1. concentrationThe reaction solution was concentrated
  2. additiondiisopropyl ether (40 mL) was added
  3. customthe solid separated out
  4. filtrationtherefrom was filtered

Sources & evidence

ORD record
ord-0c3da716c41847348217b4878b0356d5
Source dataset
uspto-grants-2011_06
Patent number
US07960402B2

Reaction notes

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