HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetonitrile → Ethyl 2-dimethylamino-5-cyano-5-phenyl-2,4-pentadienoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetonitrile | HCID 8794 | — |
| Reactant | N-(dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate | HCID 86743575 | — |
| Reactant | Diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate | HCID 86743580 | — |
| Solvent | Sodium ethoxide | HCID 2723922 | — |
| Product | Ethyl 2-dimethylamino-5-cyano-5-phenyl-2,4-pentadienoate | HCID 54027283 | 66.9% |
Reaction Steps
The procedure is as in Example 2 for the preparation of diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate, starting with N-(3-dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate (57.2 g), a 2M ethanolic solution of sodium ethylate (105 cc) and benzyl cyanide (23.4 g). Ethyl 2-dimethylamino-5-cyano-5-phenyl-2,4-pentadienoate (36.1 g), m.p. 67° C., is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04886835 |
| Source dataset | uspto-grants-1989_12 |
| ORD ID | ord-01806bcea28f4f9cb4632d80fa6ae209 |
| Source note | uspto-grants-1989_12 |