Water → HCID 85953954, compound

Temperature

-78 °C

MeOC(O)CH2SSC8H17 (1.85 g, 7.39 mmol) was dissolved in dry diethyl ether (40 mL) in a N2 purged flask. The solution was cooled to −78° C., and DIBAL-H (8.87 mL, 1.0 M in cyclohexane, 8.87 mmol) was added to the cold solution dropwise via syringe. The reaction was stirred at −78° C. for 1 h 45 min, after which H2O (5 mL) was added, the cold bath removed and the solution was allowed to slowly warm to room temperature. Additional diethyl ether (60 mL) was added, and the organic phase was washed with 1N HCl (3×100 mL), dried over MgSO4, and concentrated to yield HC(O)CH2SSC8H17 (1.58 g, 97.02%) as a milky oil.

1. customthe cold bath removed
2. temperatureto slowly warm to room temperature
3. additionAdditional diethyl ether (60 mL) was added
4. washthe organic phase was washed with 1N HCl (3×100 mL)
5. dry with materialdried over MgSO4
6. concentrationconcentrated

ORD record

ord-f5a2419901714b3fa875bbb42434ce72

Source dataset

uspto-grants-2005_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06872804B2