Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 247484Generated: October 29, 2026

Phosphorus trichloride → Benzyl 3-chloro-1-azabicyclo[3.2.0]hept-2-en-7-one-2carboxylate

https://huagongshe.com/reaction/247484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus trichlorideHCID 24387—
ReactantBenzyl 3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylateHCID 12804725—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
ProductBenzyl 3-chloro-1-azabicyclo[3.2.0]hept-2-en-7-one-2carboxylateHCID 12804728—

Reaction Steps

Benzyl 1-azabicyclo[3.2.0]heptane-3,7-dione-2-carboxylate (26 mg, 0.1 mmol) in anhydrous DMF (0.5 ml) containing PCl3 (27 mg, 0.2 mmol) is kept at 25° C. for 5 hrs. The mixture is diluted with toluene (5 ml), washed with H2O (5×1 ml) 5% HCl (2 ml), 5% NaHCO3 (2 ml) and brine, dried with MgSO4, and filtered. Evaporation of the solvent in vacuo provides crude benzyl 3-chloro-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04707547
Source datasetuspto-grants-1987_11
ORD IDord-e9cb50beab494591b589fadfc950b624
Source noteuspto-grants-1987_11