Toluene → 3-Cyano-4-methoxybenzoyl chloride
Reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[C:6](O)=[O:7])#[N:2].C1(C)C=CC=CC=1.S(Cl)([Cl:23])=O>CN(C)C=O>[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[C:6]([Cl:23])=[O:7])#[N:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
To 3-cyano-4-methoxybenzoic acid (1.78 g), toluene (20 mL), N,N-dimethylformamide (3 droplets) and thionyl chloride (1.14 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 used for the synthesis of (d).
Workup
- distillationThe solvent was distilled off under reduced pressure
- customthe obtained residue was azeotroped with toluene
- customused for the synthesis of (d)
Sources & evidence
- ORD record
- ord-ddd393383c0b4ed59530ffcd6f1c55e5
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08367843B2
Reaction notes
Loading…