Methane → 2-(Acetyloxy)-4-(methylsulfanyl)butanoic acid

Temperature

0 °C

To a solution of 2-hydroxy-4-(methylthio)butanoic acid (50.74 g, 337.8 mmol, obtained by stirring Alimet over activated charcoal, filtering and concentrating in a rotovap) in dichloromethane (1 L) was added triethylamine (93 mL, 667.3 mmol) and the resulting mixture was cooled to 0° C. To the cooled mixture was added acetyl chloride (26 mL, 365.6 mmol) dropwise. The ice bath was removed and the reaction was allowed to warm to room temperature overnight. The reaction was washed with 1N HCl (2×300 mL), and brine (1×300 mL), dried over magnesium sulfate, filtered and evaporated to give an amber oil (59.82 g, 63.1%). m/z 193 (MH+).

1. filtrationfiltering
2. concentrationconcentrating in a rotovap) in dichloromethane (1 L)
3. customThe ice bath was removed
4. temperatureto warm to room temperature overnight
5. washThe reaction was washed with 1N HCl (2×300 mL), and brine (1×300 mL)
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. customevaporated

ORD record

ord-8a45b48979be4167b65dfe0a1edf247a

Source dataset

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09169203B2