1-Octanol → HCID 22506522, compound

Participants

Reaction Steps

To a solution of triethylamine (0.12 g, 1.15 mmol, 1.5 equiv.) in dichloromethane (3 mL) was added octanol (0.10 g, 0.77 mmol, 1.0 equiv.) at 0° C. followed by the addition of methanesulfonyl chloride (0.10 g, 0.85 mmol, 1.1 equiv.), over a period of 5 minutes. After 30 minutes at 0° C., the reaction mixture was diluted in dichloromethane (50 mL) and extracted with ice cold water (50 mL), ice cold 10% aqueous HCl (50 mL), saturated aqueous NaHCO3 (50 mL), and with saturated aqueous NaCl (50 mL). The organic layer was dried (MgSO4) and concentrated under reduced pressure to afford 17 (97%): 1H NMR (CDCl3, 400 MHz) δ 4.21 (t, J=6.5 Hz, 2H, CH2OSO2Me), 2.99 (s, 3H, CH3SO3), 1.77 (p, J=6.7 Hz, 2H), 1.35 (m, 10H), 0.87 (t, J=6.1 Hz, 3H).

Provenance & Evidence