Acetic Acid → HCID 69238679, compound

Participants

Reaction Steps

NaH (1.64 g, 55%-65% Fluka, 41 mmole) washed with pentane twice, was suspended in THF (20 mL), then EtOH anhydrous (2.4 mL, 41 mmole) was added slowly. When the production of H2 stopped, more THF (160 mL) was added and followed by 12 (13.73 g, 41 mmole) in THF (20 mL). After 40 min. acetic acid 4 mL was added. The solvent was removed under vacuum. The crude product was extracted with diethylether and washed with brine. Crude (12 g) was flash chromatographied (column diam. 7.5 cm, SiO2 15 cm high), elution with cyclohexane-ethylacetate (4/1) to give 9.22 g of 13 (yield 78%).

Provenance & Evidence