Potassium Carbonate → HCID 117702591, compound

Participants

Reaction Steps

To a solution of tert-butyl-3-formyl-1-adamantylcarbamate (600 mg, 2.1 mmol) and K2CO3 (590 mg, 4.2 mmol) in methanol (60 mL) under N2 atmosphere was added dimethyl (1-diazo-2-oxopropyl)phosphonate (490 mg, 2.5 mmol). After stirring at room temperature for three hours the clear reaction solution was partitioned between ethyl acetate (100 mL) and 5% NaHCO3 (100 mL) and the aqueous layer was extracted with ethyl acetate (2×100 mL). The combined organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure to afford 600 mg (100%) of the title compound, tert-butyl 3-ethynyl-1-adamantylcarbamate as a colorless oil. ESI-MS m/z: 220 (M-55)+.

Provenance & Evidence