tert-Butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate → tert-Butyl 4-formylpiperidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

4-(methoxy-methylcarbamoyl)-piperidine-1-carboxylic acid tert-butyl ester (1.0 eq, 16.4 mmol) was dissolved in 100 ml dry tetrahydrofurane under inert atmosphere. This solution was added dropwise over a period of 1 h to a suspension of lithiumalanate (3.0 eq, 49.6 mmol) in 70 ml dry tetrahydrofurane at −50° C. During the adding of the mixture, the temperature was held at −50° C. and then allowed to warm to 0° C. within 3 h.

Provenance & Evidence