Potassium bisulfate → HCID 13245620, compound

Participants

Reaction Steps

A suspension of lithium aluminum hydride (5.02 g, 0.132 mol) in ether (500 mL) was stirred at room temperature for one hour. The solution was cooled to −50° C. under nitrogen, and a solution of the product from Step F (39.8 g, ca. 0.120 mol) in ether (200 mL) was added over 30 min, maintaining the temperature below −40° C. When the addition was complete, the reaction was warmed to 5° C., then recooled to −45° C. Analysis by tlc revealed incomplete reaction. The solution was rewarmed to 5 ° C., stirred for 30 minutes, then cooled to −50° C. A solution of potassium hydrogen sulfate (72 g, 0.529 mol) in 200 mL water was slowly added, maintaining the temperature below −20° C. The mixture was warmed to 5° C., filtered through Celite, and concentrated in vacuo to provide the title aldehyde.

Provenance & Evidence