N′-tert-Butyl-N-methyl-N-trimethylsilylmethylformamidine

[80376-66-5] C10H24N2Si (MW 200.40) InChI = 1S/C10H24N2Si/c1-10(2,3)11-8-12(4)9-13(5,6)7/h8H,9H2,1-7H3/b11-8+ InChIKey = MFQDMLNXILAMOB-DHZHZOJOSA-N (conveniently effects the transformation of ketones and aldehydes to homologated nitriles,1 amines,2 aldehydes,2 and ketones3) Alternate Name: TMS-Form. Physical Data: bp 78–80 °C/7 mmHg. Preparative Methods: easily synthesized by a two-step procedure (eq 1).2 Initially, the condensation of t‐Butylamine with either N,N‐Dimethylformamide or dimethylformamide dimethyl acetal cleanly affords tert‐Butyldimethylchlorosilane. Subsequent lithiation and silylation with Chlorotrimethylsilane results in a 70% overall yield of the purified title reagent. (1) Handling, Storage, and Precautions: the reagent should be handled in a fume hood. Refrigeration should be used for prolonged storage.