Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054213Generated: October 30, 2026

Pyridine → ethyl 2-(N-(benzyloxy)-3-ethoxy-3-oxopropanamido)benzoate

https://huagongshe.com/reaction/1054213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantMonoethyl malonateHCID 70615—
ReactantEthyl 2-(benzyloxyamino)benzoateHCID 90257947—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
Productethyl 2-(N-(benzyloxy)-3-ethoxy-3-oxopropanamido)benzoateHCID 9025822879%

Reaction Conditions

Temperature5 °C

Reaction Steps

To a stirring solution of ethyl hydrogen malonate (0.6 g, 4.54 mmol) and ethyl 2-(benzyloxyamino)benzoate (1.12 g, 4.13 mmol) in acetonitrile (10 mL) was added pyridine (1.3 g, 16.51 mmol) and reaction mixture was cooled to 0-10° C. To this was added POCl3 (0.423 mL, 4.54 mmol), at 0-10° C. in 15-30 min. and stirring continued for 1 h. Reaction mixture was diluted with DCM and washed with water. Organic layer was separated and distilled out to get crude product which was column purified using 15% EtOAC in hexane to get titled compound in 79% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394300B2
Source datasetuspto-grants-2016_07
ORD IDord-04f48a4203154c4887e5c39869aee50f
Source noteuspto-grants-2016_07