Dimethylformamide → 2-Methyl-3-(trifluoromethyl)benzoyl chloride

HRID 1048635Notes

Reaction equation

HRID 1048635 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[C:4]([CH3:12])=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](O)=[O:7].C(Cl)(=O)C([Cl:18])=O.CN(C)C=O>O1CCCC1>[F:1][C:2]([F:14])([F:13])[C:3]1[C:4]([CH3:12])=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([Cl:18])=[O:7]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 27755842-Methyl-3-(trifluoromethyl)benzoic acid

Product 1

HCID 27756022-Methyl-3-(trifluoromethyl)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 3-trifluoromethyl-2-methylbenzoic acid 5.00 g, oxalyl dichloride 3.42 g, N,N-dimethylformamide about 50 mg and tetrahydrofuran 200 mL was stirred at 25° C. for one hour. The reaction mixtures were concentrated under reduced pressure to give 3-trifluoromethyl-2-methylbenzoic acid chloride.

Workup

  1. customThe reaction mixtures
  2. concentrationwere concentrated under reduced pressure

Sources & evidence

ORD record
ord-76b70cdc255b4caba04d9fc9274317ae
Source dataset
uspto-grants-2016_07
Patent number
US09380782B2

Reaction notes

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