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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Monoethyl malonate | HCID 70615 | — |
| Reactant | Ethyl 2-(benzyloxyamino)benzoate | HCID 90257947 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | ethyl 2-(N-(benzyloxy)-3-ethoxy-3-oxopropanamido)benzoate | HCID 90258228 | 79% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394300B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-04f48a4203154c4887e5c39869aee50f |
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| Source note | uspto-grants-2016_07 |
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