HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 348326, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1-Naphthaldehyde | HCID 6195 | — |
| Reactant | Ethyl cyanoacetate | HCID 7764 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 348326 | HCID 348326 | 85.8% |
Reaction Steps
To a solution of 7.8 g of cyanoacetic acid ethyl ester and 10.0 g of 1-naphthylaldehyde in 150 ml of benzene were added 2 ml of piperidine and 2 ml of acetic acid, the mixture was heated under reflux for 3 hours while removing water formed during the reaction using a molecular sieve. After cooling, the reaction mixture was washed successively with a saturated sodium bicarbonate aqueous solution, water, diluted hydrochloric acid and water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was recrystallized from benzene-hexane to obtain 13.8 g of 2-cyano-3-(1-naphthyl)propenoic acid ethyl ester as light yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04863904 |
| Source dataset | uspto-grants-1989_09 |
| ORD ID | ord-6ee0e3830e7b443eb6ee8e7f4ac6b21b |
| Source note | uspto-grants-1989_09 |