HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-Propenoic acid, 3-[4-(acetyloxy)-3-methoxyphenyl]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ferulic Acid | HCID 445858 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 2-Propenoic acid, 3-[4-(acetyloxy)-3-methoxyphenyl]- | HCID 5354677 | 85% |
Reaction Steps
To a solution of ferulic acid (5 g, 25.75 mmoles) in pyridine (75 ml) cooled to 0° C. and sheltered from light, acetic anhydride (13.14 g, 128.7 mmoles) is added in small aliquots. When the addition is ended the temperature is let reach the room value maintaining the solution under magnetic stirring for 24 hours. HCl 18.5% (160 ml) is added up to pH 2, one extracts with ethyl acetate and the organic phase is anhydrified and the solvent is evaporated at a reduced pressure. 5.15 g of trans-3-[4-acetyloxy-3-methoxyphenyl]-2-propenoic acid are obtained as a white solid. M.p. 199-205° C. Yield 85%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07629368B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-e5fb1e1cf2684ce68d5f5e59e282dcd3 |
| Source note | uspto-grants-2009_12 |