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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 270047Generated: October 31, 2026

1-Chloroethyl chloroformate → 6-Chlorospiro[chroman-2,4'-piperidine] hydrochloride

https://huagongshe.com/reaction/270047

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloroethyl chloroformateHCID 521305—
Reactant1'-Benzyl-6-chloro-3,4-dihydrospiro[chromene-2,4'-piperidine]HCID 59833642—
SolventTolueneHCID 1140—
Product6-Chlorospiro[chroman-2,4'-piperidine] hydrochlorideHCID 6896207284.6%

Reaction Steps

A solution of 1′-benzyl-6-chloro-3,4-dihydrospiro[chromene-2,4′-piperidine] (1.63 g, 5.0 mmol) and 1-chloroethyl chloroformate (1.07 g, 7.5 mmol) in toluene (5 ml) was heated with reflux overnight. The solvent was removed i. vacuo, the oily residue dissolved in methanol (10 ml) and heated with reflux overnight. The solvent was removed in vacuo, and the residue treated with diethyl ether (50 ml). The white precipitate was collected by filtration, washed with diethyl ether and dried to afford the subtitle compound as white powder (0.58 g, 49%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449475B2
Source datasetuspto-grants-2008_11
ORD IDord-880336a7f2bd41f285555f722e87b84a
Source noteuspto-grants-2008_11