Toluene → 3,5-Dichloro-4-methoxybenzoyl chloride
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:13])[C:10]=1[O:11][CH3:12])[C:5](O)=[O:6].C1(C)C=CC=CC=1.S(Cl)([Cl:23])=O>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:13])[C:10]=1[O:11][CH3:12])[C:5]([Cl:23])=[O:6]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
To 3,5-dichloro-4-methoxybenzoic acid (8.81 g), toluene (170 mL), N,N-dimethylformamide (5 droplets) and thionyl chloride (6.0 mL) were added, and then the mixture was stirred at 60° C. for 16 hours. The solvent was distilled off under reduced pressure and the obtained residue was azeotroped with toluene and then used for the synthesis of (c).
Workup
- distillationThe solvent was distilled off under reduced pressure
- customthe obtained residue was azeotroped with toluene
- customused for the synthesis of (c)
Sources & evidence
- ORD record
- ord-cab27125e60342dc9e9fc0a0a8f997f1
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08367843B2
Reaction notes
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