Lithium Hydroxide → HCID 69360553, compound

Participants

Reaction Steps

A stirred solution of 21c (m=2, P2=Boc, R9=n-propyl) (1.06 g, 3.47 mmol) in dioxane-water 6:1 (42 mL) was treated with 1.0 M aq. lithium hydroxide (5.3 mL, 5.3 mmol). The reaction mixture was stirred at room temperature overnight, then treated with additional 1.0 M aq. lithium hydroxide (1.5 mL) and the resulting reaction mixture was stirred 5 h. The reaction solvent was removed, the residue was taken up in ethyl acetate (500 mL), washed with 10% Citric acid and brine and dried over MgSO4. Concentration of organic solution to afford the desired product 4-fluoro-4-propyl-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 21d (m=2, P2=Boc, R9=n-propyl) (0.88 g, 87%) as a white solid.

Provenance & Evidence