Methyl iodide → HCID 54178097, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N'-benzylidenehydrazinecarboxylic acid tert-butylester (2.0 g, 9.07 mmol) in anhydrous tetrahydrofuran (20 ml) was added methyl iodide (4.54 ml, 72.6 mmol) and the solution was cooled to 0° C. Sodium hydride (60% dispersion in mineral oil, 1.09 g, 27.2 mmol) was slowly added and the mixture was stirred at room temperature for 3 days. The tetrahydrofuran (50 ml) was added and the mixture was filtered. The filtrate was concentrated in vacuo and chromatographed on silica (100 g) with heptan:ethyl acetate (1:1) to give 1.97 g (93%) of N'-benzylidene-N-methylhydrazinecarboxylic acid tert-butyl ester as a yellow oil.

Provenance & Evidence