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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035898Generated: October 27, 2026

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

https://huagongshe.com/reaction/1035898

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 numberUS08546399B2
Source datasetuspto-grants-2013_10
ORD IDord-4dd2dbff20ed4cbd96beb4ce3f0216d8
Source noteuspto-grants-2013_10