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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 279219Generated: October 31, 2026

Potassium Hydroxide → 1-(1-Naphthoyl)-3-(R)-(4-(4-fluorophenyl)piperidinylmethyl)-4-(S)-(cyclopropyl)pyrrolidine

https://huagongshe.com/reaction/279219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactant1-Allyl-3-(RS)-(4-(4-fluorophenyl)piperidinylmethyl)-4-(SR)-(cyclopropyl)pyrrolidineHCID 22624472—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product1-(1-Naphthoyl)-3-(R)-(4-(4-fluorophenyl)piperidinylmethyl)-4-(S)-(cyclopropyl)pyrrolidineHCID 1871350641.1%

Reaction Steps

A solution of 6 g (48 mmol) of methyl-3-(cyclopropyl)acrylate (Example 1, Step 3) and 5.7 g (100 mmol) of KOH in 25 mL of MeOH and 2 mL of H2O was stirred at 40° C. for 2 h. The reaction mixture was concentrated. Addition of 2N HCl to the residue resulted in its precipitation as a white solid. The solid was collected by filtration and was washed with H2O and dried to give 4.5 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06362201B1
Source datasetuspto-grants-2002_03
ORD IDord-79a69d0fc399440cbea134eec6bbf9e8
Source noteuspto-grants-2002_03