Water → HCID 59474978, compound

Participants

Reaction Steps

(7S,8R)-Ethyl 8-benzamido-1,4-dioxaspiro[4.5]decane-7-carboxylate (740 mg, 2.22 mmol) was dissolved in THF (10 mL) at 25° C. with stirring. 0.5N LiOH (8.88 mL, 4.44 mmol) was then added thereto and the mixture stirred for 3 hours. The reaction was worked up by adding water and then removing the THF in vacuo. The remaining basic aqueous mixture was then acidified to pH=3 with 1N HCl. The aqueous mixture was extracted (2×) with methylene chloride. The methylene chloride extracts were combined, dried over sodium sulfate and concentrated to give (7S,8R)-8-benzamido-1,4-dioxaspiro[4.5]decane-7-carboxylic acid (678 mg, 2.22 mmol, 100% yield) as a white glass. MS (ESI+)=306.19 (M+H)+.

Provenance & Evidence