Toluene → HCID 86668178, compound

HRID 385124Notes

Reaction equation

HRID 385124 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:14]([F:17])([F:16])[F:15])[C:11]=1[O:12][CH3:13])[C:6](O)=[O:7])=[O:2].C1(C)C=CC=CC=1.S(Cl)([Cl:27])=O>CN(C)C=O>[CH:1]([C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:14]([F:17])([F:16])[F:15])[C:11]=1[O:12][CH3:13])[C:6]([Cl:27])=[O:7])=[O:2]

Participants

5

Reactant 3

HCID 1140TolueneHCID 24386Thionyl ChlorideHCID 866681493-Formyl-4-methoxy-5-trifluoromethylbenzoic acid

Product 1

HCID 86668178HCID 86668178, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To 3-formyl-4-methoxy-5-trifluoromethylbenzoic acid (2.05 g), toluene (20 mL), N,N-dimethylformamide (2 droplets) and thionyl chloride (0.70 mL) were added, and then the mixture was stirred at 60° C. for 6.5 hours. The solvent was distilled off under reduced pressure and then azeotroped with toluene to obtain the title compound (2.42 g) as a brown oily substance.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customazeotroped with toluene

Sources & evidence

ORD record
ord-361d9225f77b4c2fa808806f4aaf98f0
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

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