Iodine → HCID 178443479, compound

Participants

Reaction Conditions

Reaction Steps

Alternatively, (S)-Methyl-2-hexylthiodecanoate (5.092 g, 16.8 mmol) was dissolved in methylene chloride (51 mL). To this solution was added hexamethyldisilane (5.4 mL, 26.4 mmol) and iodine (8.97 g, 35.3 mmol). The reaction was heated to 55° C. slowly and allowed to reflux for 2 hours. The reaction was cooled to rt and extracted with ethyl acetate (200 mL). The organic phase was washed with H2O (100 mL) followed by 0.1 N sodium bisulfite solution (2×200 mL) and brine. The organic phase was dried (MgSO4) and concentrated to yield (S)-2-hexylthiodecanoic acid (4.66 g, 16.15 mmol, 96%). [α]D =-49.7° (c=1.0, MeOH).

Provenance & Evidence