Benzyl Bromide → N-Ethylcarbamate 5-benzyloxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

Benzyl bromide (15 μL, 0.12 mmol) and K2CO3 (70 mg, 0.5 mmol) were added to a solution of N-ethylcarbamate-5-hydroxy-8-methyl-1,2,3,3a,8,8a-hexahydro indeno[1,2-c]pyrrole (26 mg, 0.1 mmol) in CH3CN (2 mL). The resulting mixture was stirred overnight at 80° C. The reaction was cooled to room temperature, concentrated by rotary evaporation and taken up in H2O (2.5 mL). The product was extracted with ethyl acetate (3×5 mL). The combined organic extracts were dried over MgSO4 and concentrated to afford the subtitle compound, which was used without further purification. MS calculated for C22H25NO3+H: 352, observed: 352.

1. temperatureThe reaction was cooled to room temperature
2. concentrationconcentrated by rotary evaporation
3. extractionThe product was extracted with ethyl acetate (3×5 mL)
4. dry with materialThe combined organic extracts were dried over MgSO4
5. concentrationconcentrated

ORD record

ord-151f9d69d56e48069959a89c6e3cae44

Source dataset

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07935830B2