Thionyl Chloride → HCID 19911980, compound

HRID 659220Notes

Reaction equation

HRID 659220 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 (intermediate AJ) 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-acf6341cfde445e1b624937d59ca5fb8
Source dataset
uspto-grants-2011_12
Patent number
US08080541B2

Reaction notes

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