Methanol → Methyl 2-methyl-3-(methylsulfanyl)propanoate

A mixture of methyl 2-methyl-3-mercaptoproponate (1.34 g, 10 mmol) and methanol (0.42 g, 10 mmole) is added to a mixture of bis(2,2,2-trifluoroethoxy)triphenylphosphorane (11 mmole) [prepared in situ from triphenylphosphine (12 mmole) and sodium 2,2,2-trifluoroethoxide (24 mmole) in dry diethyl ether (20 ml)] in dichloromethane (20 ml). After 20 hours stirring at room temperature the mixture is poured into water and extracted with ether. The ether extract is washed with 5% aqueous sodium hydroxide and dried over magnesium sulfate. The solution is evaporated, solids removed byy filtration and the oily residue purified by vacuum distillation yielding methyl-3-methylthio-2-methylpropanoate.

1. extractionextracted with ether
2. extractionThe ether extract
3. washis washed with 5% aqueous sodium hydroxide
4. dry with materialdried over magnesium sulfate
5. customThe solution is evaporated
6. customsolids removed byy filtration
7. distillationthe oily residue purified by vacuum distillation

ORD record

ord-02111bb24ef04c5b9c338263c91d3583

Source dataset

uspto-grants-1981_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04303662