Thionyl Chloride → HCID 19911980, compound

HRID 39431Notes

Reaction equation

HRID 39431 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:8]([O:16][CH3:17])[C:4]=1[C:5](O)=[O:6].S(Cl)([Cl:20])=O>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:8]([O:16][CH3:17])[C:4]=1[C:5]([Cl:20])=[O:6]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 59438448HCID 59438448, compound

Product 1

HCID 19911980HCID 19911980, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneCatalyst

Conditions

Temperature
85 °C

Procedure

To a suspension of 14.47 g (57.84 mmol) 2,6-dimethoxy-4-trifluoromethyl-benzoic acid in 160 ml toluene containing four drops DMF under nitrogen at room temperature, was added 42 ml (578.4 mmol) thionyl chloride. The mixture was heated in an 85° C. oil bath for 3 hours. The solvent was removed in vacuo to provide 15.37 g (yield: 98.9%) of the title compound as an off-white solid.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-08b73ab42b7049f9aba74eaa6ab3bf8b
Source dataset
uspto-grants-2013_09
Patent number
US08524909B2

Reaction notes

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