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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2242943Generated: October 26, 2026

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

https://huagongshe.com/reaction/2242943

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 numberUS07674805B2
Source datasetuspto-grants-2010_03
ORD IDord-ac6afefcd71e4832b9bbaecc7e3270dc
Source noteuspto-grants-2010_03