HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Ethyl 3,3-diethoxypropionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 3-Ethoxy-2-propenenitrile | HCID 43601 | — |
| Reactant | beta-Hydroxyacrylic acid ethyl ester | HCID 428818 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Product | Ethyl 3,3-diethoxypropionate | HCID 66389 | — |
Reaction Steps
A complicated synthesis of β-ethoxyacrylonitrile (I) by a plurality of steps has been described, which entails the tranposition of the sodium salt of β-hydroxyacrylic acid ethyl ester with ethanol in the presence of HCl to form β,β-diethoxypropionic acid ethyl ester, the preparation of the amide by reaction with ammonia, and further dehydration with phosphorus pentoxide, β-ethoxyacrylonitrile (I) being formed as a by-product (S. M. McElvain and R. L. Clark, J. Amer. Chem. Soc., 69, (1947) 2657).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04319024 |
| Source dataset | uspto-grants-1982_03 |
| ORD ID | ord-553a0bb51cb842d09bf2ea57c571491d |
| Source note | uspto-grants-1982_03 |