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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276265Generated: October 26, 2026

Thionyl Chloride → 1-(chloromethyl)-1-(cyclohexylamino)cyclopentane HCl salt

https://huagongshe.com/reaction/276265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant1-(Cyclohexylamino)-1-(hydroxymethyl)cyclopentaneHCID 18316142—
SolventHydrochloric AcidHCID 313—
Product1-(chloromethyl)-1-(cyclohexylamino)cyclopentane HCl saltHCID 69992905195.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

A 4M HCl solution (p-dioxane, 40 mL) containing 1-(cyclohexylamino)-1-(hydroxymethyl)cyclopentane (Method B4a; 1.9 g, 9.6 mmol) and SOCl2 (0.84 mL, 11.5 mmol) was heated to 70° C. for 18 h. The resulting mixture was cooled to room temp. and concentrated under reduced pressure to yield crude 1-(chloromethyl)-1-(cyclohexylamino)cyclopentane HCl salt (2.84 g), which was used in the next step without firer purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06353006B1
Source datasetuspto-grants-2002_03
ORD IDord-2c95e3be24164d069c9b63100bdf0900
Source noteuspto-grants-2002_03