Benzyl mercaptan → HCID 69437662, compound

Temperature

0 °C

Sodium (0.097 g, 4.2 mmol) was dissolved in ethanol (10 mL) and the resulting solution was cooled to 0° C. and treated with a mixture comprising benzyl mercaptan (0.493 mL, 4.2 mmol) and 2-cyclohexylmethyl-2-methylsulfonyloxymethyl-malonic acid diethyl ester (1.466 g, 4.02 mmol). The reaction was stirred at room temperature for 17 hours, 53° C. for 20 hours and 73° C. for 24 hours. The ethanol was removed by rotary evaporation, the reaction mixture was poured into water and the product was extracted with ethyl acetate. The extracts were washed with saturated aqueous sodium chloride and then dried over magnesium sulfate. The solvent was removed by rotary evaporation at reduced pressure and the residue was chromatographed on silica gel eluting with ethyl acetate/hexane to give 2-benzylsulfanylmethyl-3-cyclohexyl-propionic acid ethyl ester (0.237 g).

1. customThe ethanol was removed by rotary evaporation
2. additionthe reaction mixture was poured into water
3. extractionthe product was extracted with ethyl acetate
4. washThe extracts were washed with saturated aqueous sodium chloride
5. dry with materialdried over magnesium sulfate
6. customThe solvent was removed by rotary evaporation at reduced pressure
7. customthe residue was chromatographed on silica gel eluting with ethyl acetate/hexane

ORD record

ord-91e333c552504f5893ea22e4a53c45e3

Source dataset

uspto-grants-2006_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07064123B1