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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2116606Generated: October 26, 2026

Hydrochloric Acid → 3-[(1-Naphthyloxy)methyl]pyrrolidine

https://huagongshe.com/reaction/2116606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,1-Dimethylethyl 3-[(1-naphthalenyloxy)methyl]-1-pyrrolidinecarboxylateHCID 67416450—
Solvent1,4-DioxaneHCID 31275—
Product3-[(1-Naphthyloxy)methyl]pyrrolidineHCID 4507557772.2%

Reaction Steps

A solution of 0.42 g (1.28 mmol) of 1,1-dimethylethyl 3-[(1-naphthalenyloxy)methyl]-1-pyrrolidinecarboxylate, prepared in Step 12.1., in 10 ml of 1,4-dioxane and 6 ml of a 2N solution of aqueous hydrochloric acid is stirred for 6 hours. It is evaporated to dryness and then coevaporation is carried out twice with toluene. The solid residue is washed with diethyl ether. The solid is taken up in dichloromethane and concentrated ammonia solution is added until a basic pH is obtained. The system is filtered on a Whatman PTFE cartridge and the organic phase is concentrated, to give 0.21 g of oily product, which is used as it is in the following step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07439257B2
Source datasetuspto-grants-2008_10
ORD IDord-88de0f0ad2ff482d9a42998343b25da0
Source noteuspto-grants-2008_10