反应详情

A sample of crude 4-(4-chloro-phenyl)-piperidine-4-carboxylic acid hydrochloride (5 mmol, 1 equiv) and 15 g of K2CO3 (113 mmol, 22.6 equiv) was diluted in 50 mL H2O. To the resultant solution was added a solution of 7.4 g BOC20 (34.1 mmol, ˜7 equiv) in 50 mLp-dioxane and the reaction mixture was stirred overnight under N2 atmosphere. The pH was adjusted to ˜4 with 1M HCl and allowed to stir for about 0.5 hour. The reaction mixture was concentrated under vacuum, and the remaining solution was extracted with 2×50 mL EtOAc. The combined organic extracts were dried under vacuum to yield 4-(4-chloro-phenyl)-piperidine-1,4-dicarboxylic acid mono-tert-butyl ester. The crude material was used without further purification for the next step: MS (ES) M−H expected=338.8, found=338.1.

1. stirringto stir for about 0.5 hour
2. concentrationThe reaction mixture was concentrated under vacuum
3. extractionthe remaining solution was extracted with 2×50 mL EtOAc
4. customThe combined organic extracts were dried under vacuum