HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Methyl 2-cyano-3-phenyl-2-propenoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl cyanoacetate | HCID 7747 | — |
| Catalyst | Beta-Alanine | HCID 239 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | Methyl 2-cyano-3-phenyl-2-propenoate | HCID 674252 | 91.3% |
Reaction Steps
A mixture containing 2.0 mL (22.7 mmoles) of methyl cyanoacetate, 2.38 g (22.4 mmoles) of benzaldehyde, 18 mg of β-alanine, and 1.00 mL of glacial acetic acid in 35 mL of benzene was heated at reflux for 2 hours with continuous azeotropic removal of water by means of a Dean-Stark trap. The product was isolated as described in the procedure of Example I, affording 3.83 g (91% yield) of crystalline cyanoester 2: mp 90°-91° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04567265 |
| Source dataset | uspto-grants-1986_01 |
| ORD ID | ord-a0a0045e0c984678bffd59653a2e2e1a |
| Source note | uspto-grants-1986_01 |