Trimethylacetamide → HCID 90403542, compound

Participants

Reaction Steps

A −78° C. solution of 2,2,2-trimethylacetamide (1 g, 9.89 mmol) in THF (20 mL) was treated drop-wise with lithium bis(trimethylsilyl)amide (1.0N in THF, 11.86 mL, 11.86 mmol), stirred for 30 min, treated drop-wise with a solution of isopropenyl chloroformate (1.43 g, 11.86 mmol) in THF (5 mL), warmed to RT and stirred for 1 h. The mixture was treated with satd. NaHCO3, extracted with EtOAc (2×) and the combined organics were washed with satd. NH4Cl, then brine, dried over Na2SO4 and concentrated to dryness to afford prop-1-en-2-yl pivaloylcarbamate (1.94 g, 106%) which was used without further purification.

Provenance & Evidence