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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546291Generated: November 1, 2026

Potassium Carbonate → N-Ethylcarbamate 5-(4-fluorobenzyloxy)-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

https://huagongshe.com/reaction/546291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluorobenzyl bromideHCID 68021—
ReactantN-Ethylcarbamate 5-hydroxy-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 86602845—
SolventAcetonitrileHCID 6342—
ProductN-Ethylcarbamate 5-(4-fluorobenzyloxy)-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 86602847—

Reaction Conditions

Temperature80 °C

Reaction Steps

4-Fluorobenzyl bromide (23 μL, 0.19 mmol) and potassium carbonate (100 mg, 0.78 mmol) were added to a solution of N-ethylcarbamate-5-hydroxy-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (from Example 5, Step A) (46 mg, 0.16 mmol) in acetonitrile (3 mL), and stirred overnight at 80° C. The reaction was cooled to room temperature, concentrated by rotary evaporation and taken up in H2O (5 mL). The product was extracted with EtOAc (3×10 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 C22H23ClFNO3+H: 404, observed: 404.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935830B2
Source datasetuspto-grants-2011_05
ORD IDord-debce1da0301439d862fddd2f8f22153
Source noteuspto-grants-2011_05