Hydrochloric Acid → HCID 58696425, compound

Participants

Reaction Steps

To NaH (60% in mineral oil, 2.8 g, 70 mmol) suspension in ether at 0° C. was added methyl 3-oxoheptanoate (10 g, 63 mmol) in anhydrous ether (50 mL) dropwise under Ar. The reaction mixture was stirred for 30 minutes. Diethyl chlorophosphate (9.6 mL, 67 mmol) was added dropwise under Ar at 0° C. The reaction mixture was stirred overnight allowing warm to room temperature. Saturated aqueous NH4Cl (22 mL) was added to quench the reaction. The mixture was then acidified with 1.0 N HCl. After separation, organic phase was washed with saturated aqueous NaHCO3, brine, dried (Na2SO4), filtered, concentrated. After column purification (silica gel, 1:1 EtOAc/Hexanes), the product was obtained as a colorless oil (17 g, 91%). 1HNMR (CDCl3) δ 0.89˜0.93 (m, 3H), 1.30˜1.45 (m, 3M), 1.50˜1.60 (m, 2H), 2.42 (m, 2H), 3.68 (s, 3H), 4.20˜4.35 (m, 4H), 5.35 (s, 1H).

Provenance & Evidence