2,4-Dimethylbenzoic acid → Methyl 2,4-dimethylbenzoate

2,4-dimethylbenzoic acid (20.0 g) was suspended in chloroform (100 ml), and thereto were added oxalyl chloride (6.8 ml) and N,N-dimethylformamide (2 drops). The mixture was stirred at room temperature overnight. The solvent was evaporated under reduced pressure, and the residue was dissolved in methanol (200 ml). The mixture was stirred at room temperature for 3 hours. The solvent was evaporated under reduced pressure, and the residue was dissolved in ethyl acetate. The mixture was washed successively with a saturated aqueous sodium hydrogen carbonate solution and brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure to give methyl 2,4-dimethylbenzoate as pale yellow oil, which was used in the subsequent step without further purification.

1. customThe solvent was evaporated under reduced pressure
2. dissolutionthe residue was dissolved in methanol (200 ml)
3. stirringThe mixture was stirred at room temperature for 3 hours
4. customThe solvent was evaporated under reduced pressure
5. dissolutionthe residue was dissolved in ethyl acetate
6. washThe mixture was washed successively with a saturated aqueous sodium hydrogen carbonate solution and brine
7. dry with materialdried over sodium sulfate
8. customThe solvent was evaporated under reduced pressure

ORD record

ord-b9fa98f2bcf44b5cabbfc1ecb919a6f0

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08785403B2