Dimethyl Sulfide → HCID 59271849, compound

Participants

Reaction Steps

A stream of ozone was dispersed into a cold (initial T=−78° C.) stirred solution of ({[(2S)-2-methoxyhex-5-en-1-yl]oxy}methyl)benzene (40 g, 182 mmol) in dichloromethane (1800 mL) until a blue color persisted. The solution was purged with nitrogen until a clear, colorless solution was obtained. Dimethyl sulfide (67.2 mL, 908 mmol) and triethylamine (76 mL, 545 mmol) were added. The stirred mixture was allowed to warm to room temperature over 60 minutes. (A test for peroxide with wet starch-iodide paper was negative.) The mixture was concentrated under reduced pressure to provide the crude title product which was used in the next step without purification.

Provenance & Evidence