2-Methylbenzoic acid → 2-Methylbenzoyl chloride
Reaction equation
[C:1]1([CH3:10])[C:2]([C:7](O)=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1.C(Cl)(=O)C([Cl:14])=O>C1C=CC=CC=1.CN(C=O)C>[CH3:10][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([Cl:14])=[O:8]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Meanwhile, the 2-methylbenzoyl chloride acylating agent was prepared by suspending 4.750 g (42.2 mmol) of o-toluic acid in 100 ml benzene. To this solution was added 2.0 equiv. (7.37 ml) of oxalyl chloride, dropwise via a pressure-equalizing dropping funnel at 0° C. DMF (2-3 drops) was added to the reaction mixture catalytically and the ice bath was removed. The progress of the reaction was monitored via infrared spectroscopy. The solvent was removed by rotary vacuum evaporation and the residual oil was pumped down under high vacuum overnight.
Workup
- customat 0° C
- customthe ice bath was removed
- customThe solvent was removed by rotary vacuum evaporation
- customwas pumped down under high vacuum overnight
Sources & evidence
- ORD record
- ord-3f648e2bc73d4ea2a99c31b12348376b
- Source dataset
- uspto-grants-1995_05
- Patent number
- US05420134
Reaction notes
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