Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | 4-Hydroxy-3-methylbenzoic acid | HCID 68138 | — |
| Product | HCID 19805178 | HCID 19805178 | 92% |
Reaction Steps
Into a round bottom flask there are introduced 9.5 g (62 mmoles) of 4-hydroxy-3-methylbenzoic acid and 70 ml of allyl alcohol. 1.8 ml of concentrated sulfuric acid are added and the mixture is heated at 100° C. for 8 hours. The reaction mixture is then evaporated to dryness, neutralized with sodium bicarbonate and extracted with dichloromethane. The organic phase is decanted, washed with water, dried over magnesium sulfate and evaporated. The resulting residue is purified simply by filtration over silica (eluant: dichloromethane). After evaporation of the solvents, 8.76 g (92% yield) of the expected ester whose melting point is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05173289 |
|---|
| Source dataset | uspto-grants-1992_12 |
|---|
| ORD ID | ord-f49ceea4f040488ea0b602324bb548cb |
|---|
| Source note | uspto-grants-1992_12 |
|---|