Methanol → 1-Adamantyl carbamate

1-Adamantanol (1.52 g, 10.0 mmol) in dichloromethane (30 mL) was mixed with trichloroacetyl isocyanate (1.40 mL, 11.8 mmol) at 0° C., then warmed to room temperature and stirred for 2 hours. After completion of the reaction, the reaction solution was evaporated under reduced pressure, and the resulting crude reaction product was mixed with methanol (15 mL) and saturated aqueous potassium carbonate and stirred at 50° C. for 1 day. After completion of the reaction, the methanol was removed by vacuum distillation, and the residue was filtered. The resulting solid was washed with water and dried under reduced pressure to give the desired product (74% yield, 2 steps).

1. customAfter completion of the reaction
2. customthe reaction solution was evaporated under reduced pressure
3. customthe resulting crude reaction product
4. stirringstirred at 50° C. for 1 day
5. customAfter completion of the reaction
6. customthe methanol was removed by vacuum distillation
7. filtrationthe residue was filtered
8. washThe resulting solid was washed with water
9. customdried under reduced pressure

ORD-Eintrag

ord-4d49707e34924196974f4073021abddf

Quelldatensatz

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08440666B2