Diethyl Ether → Methyl 3-bromo-5-(trifluoromethyl)benzoate

HRID 1844702Notes

Reaction equation

HRID 1844702 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1)[C:5]([OH:7])=[O:6].[CH3:15]COCC>>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([C:11]([F:12])([F:13])[F:14])[CH:10]=1)[C:5]([O:7][CH3:15])=[O:6]

Participants

3

Reactant 2

HCID 3283Diethyl Ether2×HCID 110867883-Bromo-5-(trifluoromethyl)benzoic acid

Product 1

HCID 18942156Methyl 3-bromo-5-(trifluoromethyl)benzoate

Procedure

To a solution of 3-bromo-5-(trifluoromethyl)benzoic acid (3.00 g, 11.2 mmol) in Et2O (50 mL) was added a solution of CH2N2 in Et2O (2M, 50 mL, 100 mmol) at rt and the mixture was stirred for 10 min, concentrated and purified by CC (PE/EA=10/1) to give compound P42a (2.51 g, 80%) as a colorless oil.

Workup

  1. concentrationconcentrated
  2. custompurified by CC (PE/EA=10/1)
  3. customto give compound P42a (2.51 g, 80%) as a colorless oil

Sources & evidence

ORD record
ord-471823cb8bf04ef0a3705c786997b1ee
Source dataset
uspto-grants-2015_02
Patent number
US08946446B2

Reaction notes

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