HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-(3,4-Dimethoxy-5-chlorophenyl)-2,4-pentadienoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-Chloro-4,5-dimethoxybenzaldehyde | HCID 240052 | — |
| Reactant | Ethyl trans-crotonate | HCID 429065 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 5-(3,4-Dimethoxy-5-chlorophenyl)-2,4-pentadienoic acid | HCID 54219779 | — |
Reaction Steps
To a solution containing 10.0 g of 3,4-dimethoxy-5-chlorobenzaldehyde and 8.3 ml of ethyl crotonate in 65 ml of N-methylpyrrolidone 6.7 g of potassium tert.-butoxide was added with stirring. The solution was stirredfor 0.5 h more at 20° C. and the solution was poured then to a mixture of ice and hydrochloric acid and extracted with ether. The ether extract was washed with water and extracted then with NaHCO3 -solution. The aqueous phase was acidified with hydrochloric acid and the semisolid product was separated and washed with water. Yield 7.3 g (55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05446194 |
| Source dataset | uspto-grants-1995_08 |
| ORD ID | ord-06d6099d09284a53a831c593b8624073 |
| Source note | uspto-grants-1995_08 |