Hydrochloric Acid → HCID 20253403, compound

Participants

Reaction Steps

Keto-acid 12 (1.8 g, 8.7 mmol) was dissolved in 25 mL absolute EtOH, and cooled to -20°. NaBH4 (0.456 g, 12 mmol) was added in one portion, and the solution was warmed to 0° over 15 min, then cooled to -20° again. The reaction mixture was then slowly acidified with 3.5N HCl, brine (25 mL) was added, and the solution was extracted with ether (4×25 mL). The combined ether extracts were washed with brine (2×20 mL), dried (MgSO4), and concentrated in vacuo, to give an orange oil, which rapidly darkened in colour. This was used immediately without purification in the next step.

Provenance & Evidence