2-Chlorobenzoic Acid → Methyl 2-chlorobenzoate
Reaction equation
[N+](=[CH2:3])=[N-].[Cl:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]>CCOCC>[Cl:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([O:9][CH3:3])=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
An excess solution of diazomethane in ether was added to an ice-cooled and stirred solution of o-chlorobenzoic acid (7.6 g, 48.6 mmol) in 50 ml of ether. After concentration, the residue was distilled under reduced pressure to give a colorless transparent oil of methyl o-chlorobenzoate (6.0 g, 35.2 mmol, yield 72.4%, b.p. 92°-93° C./7 mmHg), which was assigned the structure by the following data:
Workup
- temperaturecooled
- concentrationAfter concentration
- distillationthe residue was distilled under reduced pressure
Sources & evidence
- ORD record
- ord-3266c0d51b2249708da94ad3e0457107
- Source dataset
- uspto-grants-1988_10
- Patent number
- US04775692
Reaction notes
Loading…