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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040154Generated: November 4, 2026

Dimethylformamide → 8-Chlorospiro[4.5]dec-7-ene-7-carbaldehyde

https://huagongshe.com/reaction/2040154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantSpiro(4.5)decan-8-oneHCID 14626805—
SolventDichloromethaneHCID 6344—
Product8-Chlorospiro[4.5]dec-7-ene-7-carbaldehydeHCID 86648176—

Reaction Steps

To a solution of N,N-dimethylformamide (2.81 mL) in dichloromethane (40 mL) was added dropwise POCl3 (2.78 mL) at 0° C. The reaction mixture was warmed up to room temperature and spiro[4.5]decan-8-one (3.95 g) in dichloromethane (5 mL) was added dropwise. The mixture was stirred overnight. The reaction was quenched with cold aqueous sodium acetate and the resulting mixture was extracted with ether and the organic layer was dried over Na2SO4, filtered, and concentrated to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580794B2
Source datasetuspto-grants-2013_11
ORD IDord-f1d85c5d726840dea3794a557385658e
Source noteuspto-grants-2013_11