1-Octanethiol → HCID 85799362, compound

Participants

Reaction Steps

In a N2 purged flask there was dissolved Diethyl azodicarboxylate (5.0 g, 28.71 mmol) in dichloromethane (150 mL). A solution of Methyl thioglycolate (2.89 g, 27.27 mmol) in dichloromethane (50 mL) was then added dropwise at room temperature over 20 minutes. After 1.5 hours stirring, a solution of octanethiol (4.8 mL, 27.27 mmol) in dichloromethane (50 mL) was added dropwise over 20 minutes, and the resulting solution was stirred for an additional 12 hours at room temperature. The solvent was then removed under reduced pressure, and the resulting oil was then purified over flash silica with 5% ethyl acetate in hexanes to yield MeOC(O)CH2SSC8H17 as a clear, colorless oil.

Provenance & Evidence