Chlorotrimethylsilane → Methyl 2-bromo-5-methylbenzoate

HRID 1531931Notes

Reaction equation

HRID 1531931 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:12][Si](Cl)(C)C>CO>[Br:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4]([O:6][CH3:12])=[O:5]

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 2280802-Bromo-5-methylbenzoic acid

Product 1

HCID 15110996Methyl 2-bromo-5-methylbenzoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-bromo-5-methylbenzoic acid (10 g) in trimethylsilyl chloride (30 ml) and methanol (100 ml) was stirred at room temperature overnight and evaporated. The residue was partitioned between ethyl acetate and sodium bicarbonate solution, dried (MgSO4) and evaporated. Yield 10.1 g.

Workup

  1. customevaporated
  2. customThe residue was partitioned between ethyl acetate and sodium bicarbonate solution
  3. dry with materialdried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-03370eb2ce754607bacbfce5045e9de9
Source dataset
uspto-grants-2001_03
Patent number
US06200981B1

Reaction notes

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