Acetyl chloride → Methyl 4-Bromo-2-chlorobenzoate

HRID 2356788Notes

Reaction equation

HRID 2356788 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([Cl:11])[CH:3]=1.[C:12](Cl)(=O)C>CO>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH3:12])=[O:7])=[C:4]([Cl:11])[CH:3]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 1088294-Bromo-2-chlorobenzoic acid

Product 1

HCID 22058730Methyl 4-Bromo-2-chlorobenzoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Bromo-2-chlorobenzoic acid (1.00 g, 4.25 mmol) was added to a solution of acetyl chloride (1.70 mL, 23.9 mmol) in methanol (30 mL). The mixture was allowed to stir at rt for 3 days, and was then concentrated in vacuo. This gave 0.84 g (80%) of the title compound. 1H NMR (400 MHz, CD2Cl2) δ 3.85 (s, 3H), 7.51 (d, 1H), 7.45 (d, 1H), 7.78 (d, 1H).

Workup

  1. concentrationwas then concentrated in vacuo

Sources & evidence

ORD record
ord-c7c94d1852c2491391cbb44c450c3945
Source dataset
uspto-grants-2010_07
Patent number
US07759376B2

Reaction notes

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