Potassium Carbonate → HCID 22625144, compound

Participants

Reaction Steps

To a solution of 12-bromo-3-dodecanol (8.78 g, 33.1 mmol) in acetonitrile (80 mL) was added methyl 3-mercaptopropionate (3-98 g. 33.1 mmol) and K2CO3 (5,5 g, 40 mmol). The mixture was allowed to react at room temperature for 20 hr. The mixture was acidified with ice-diluted HCl and the solution was extracted twice with ether (40 mL). The combined ether fractions were washed successively with dilute NaHCO3, water and brine, dried (MgSO4) and evaporated under reduced pressure. The product 7 (4.4 g, 44% yield) was isolated by column chromatography (hexane/ether 1:1) and recrystallized in hexane. TLC (hexane/ether 1:1) Rf=0.4. Melting point=38.8° C. 1H-NMR δ0.93 (t, 3H, C(16)H2), 1.4 (m, 18H, CH2), 2.52 (t, 2H, C(2)H2), 2.61(t, 2H, C(5) H2), 2.79 (t, 2H, C(3)H2), 3.60 (m, 1H, C(13)H), 3.70 (s, 3H,—COO—CH3).

Provenance & Evidence