Bromine → 3-Bromo-6-methoxy-2-methylbenzoic acid

HRID 582372

Reaction equation

HRID 582372 reaction equation
[Br:1]Br.[CH3:3][C:4]1[C:9]([C:10]([OH:12])=[O:11])=[C:8]([O:13][CH3:14])[CH:7]=[CH:6][CH:5]=1.C([O-])(=O)C.[Na+]>C(O)(=O)C>[Br:1][C:5]1[CH:6]=[CH:7][C:8]([O:13][CH3:14])=[C:9]([C:4]=1[CH3:3])[C:10]([OH:12])=[O:11]

Participants

5

Reactant 3

HCID 24408BromineHCID 2731702-Methoxy-6-methylbenzoic acidHCID 517045Sodium Acetate

Product 1

HCID 27529923-Bromo-6-methoxy-2-methylbenzoic acidYield 72.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A mixture of bromine (102 ml, 2.0 mol) and acetic acid (225 ml) is added to a mixture of 50A (304.0 g, 1.8 mol),), sodium acetate (164.0 g, 2.0 mol) and acetic acid (3.0 l) at a temperature of 10 to 15° C. The reaction mixture is stirred at room temperature for 16 hours. The solid material is collected by vacuum filtration, washed with water and dried yielding off-white crystals 321.0 g (72.6.%), mp 81-83° C.

Workup

  1. customat a temperature of 10 to 15° C
  2. filtrationThe solid material is collected by vacuum filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-bb81b3ba0d624d90b98bcaa84756b1a3
Source dataset
uspto-grants-1999_07
Patent number
US05922905

Linked notes

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