Isopropenyl chloroformate → HCID 131733476, compound

Participants

Reaction Steps

A biphasic mixture of 4-aminotetrahydropyran hydrochloride (1.0 g, 7.27 mmol) in EtOAc (20 mL) and satd. NaHCO3 (20 mL) was treated with isopropenyl chloroformate (0.874 mL, 7.99 mmol), stirred at RT for 2 h and the layers separated. The aqueous layer was extracted with EtOAc (1×) and the combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness to afford prop-1-en-2-yl(tetrahydro-2H-pyran-4-yl)carbamate (1.2 g, 89%). 1H NMR (400 MHz, DMSO-d6): δ 7.48 (d, J=7.7 Hz, 1 H), 4.57 (d, J=7.9 Hz, 2 H), 3.80-3.78 (m, 2 H), 3.51-3.40 (m, 1 H), 3.33-3.25 (m, 2H), 1.83 (s, 3 H), 1.69 (m, 2 H), 1.43-1.32 (m, 2H).

Provenance & Evidence