Methylhydrazine → 1-Boc-1-(2-isopropoxyethyl)hydrazine

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl 1,3-dioxoisoindolin-2-yl(2-isopropoxyethyl)carbamate (example 77B, 1.262 g, 3.62 mmol) in tetrahydrofuran (24.15 mL) at 0° C. was slowly added methylhydrazine (0.289 mL, 5.43 mmol). The reaction mixture was stirred at 0° C. for 3 h. The reaction mixture was filtered to remove the white precipitate and the filtrate was concentrated in vacuo. The semisolid was triturated with ethyl acetate (2×) and the triturant was concentrated in vacuo. This process was repeated to ultimately provide tert-butyl 1-(2-isopropoxyethyl)hydrazinecarboxylate (0.665 g, 84% yield) as a yellow oil.

Provenance & Evidence