HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium ethoxide → HCID 86743594, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Ethyl 6-phenyl-6-oxo-5-methylthio-2-dimethylamino2,4-hexadienoate | HCID 44325574 | — |
| Reactant | N-(dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate | HCID 86743575 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86743594 | HCID 86743594 | — |
Reaction Steps
The procedure is as in Example 4 for the preparation of ethyl 6-phenyl-6-oxo-5-methylthio-2-dimethylamino-2,4-hexadienoate, starting with N-(3-dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate (8.6 g), a 2M ethanolic solution of sodium ethylate (15 cc) and α-methylthio-4-dimethylaminoacetophenone (5.8 g) in ethanol (60 cc). After purification by chromatography on a silica column with a mixture of cyclohexane and ethyl acetate (50:50 by volume) as eluent, ethyl 2-dimethylamino-6-(4-dimethylaminophenyl)-5-methylthio-6-oxo-2,4-hexadienoate (5.5 g) is obtained in the form of an orange-coloured oil, and is used in the crude state in the subsequent syntheses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04886835 |
| Source dataset | uspto-grants-1989_12 |
| ORD ID | ord-b7efd3d9d5124ed691b14d117d7f2475 |
| Source note | uspto-grants-1989_12 |