Thionyl Chloride → 2,4,5-Trifluoro-3-methylbenzoyl chloride

HRID 330079Notes

Reaction equation

HRID 330079 reaction equation
[F:1][C:2]1[C:10]([CH3:11])=[C:9]([F:12])[C:8]([F:13])=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:16])=O>CN(C=O)C>[F:1][C:2]1[C:10]([CH3:11])=[C:9]([F:12])[C:8]([F:13])=[CH:7][C:3]=1[C:4]([Cl:16])=[O:5]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 118055142,4,5-Trifluoro-3-methylbenzoic acid

Product 1

HCID 140525702,4,5-Trifluoro-3-methylbenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2,4,5-trifluoro-3-methylbenzoic acid (6.0 g), thionyl chloride (26 ml) and DMF (0.01 ml) was refluxed for 4 hours. Then excess thionyl chloride was removed under reduced pressure, the resulting residue was distilled under reduced pressure to give the title compound (4.51 g) as pale yellow liquid, bp 90°-92° C./40 mmHg.

Workup

  1. temperaturewas refluxed for 4 hours
  2. customThen excess thionyl chloride was removed under reduced pressure
  3. distillationthe resulting residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-28cc12c301b1402093a08a2299c002c5
Source dataset
uspto-grants-1990_01
Patent number
US04894458

Reaction notes

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