Potassium Carbonate → HCID 86718986, compound

Participants

Reaction Conditions

Reaction Steps

To tert-butyl 4-hydroxyphenylcarbamate (1.675 g, 8.01 mmol) in DMF (53.4 mL) was added 3-(2-(2-iodoethoxy)ethoxy)prop-1-yne (2.034 g, 8.01 mmol) and K2CO3 (3.32 g, 24.02 mmol). The mixture was stirred at 60° C. for 4 hours followed by the addition of saturated sodium bicarbonate. The mixture was then extracted with ethyl acetate twice, dried over MgSO4, filtered, and then concentrated in vacuo. The residue was purified by silica gel chromatography (0-40% ethyl acetate/heptane) giving tert-butyl 4-(2-(2-(prop-2-ynyloxy)ethoxy)ethoxy)-phenylcarbamate (I-7a: 1.91 g, 71%) as a colorless oil. LC-MS (M-tBu+1) 280.1, t=1.31 minute.

Provenance & Evidence