HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Hydroxybenzoic Acid → Benzoic acid, 4-hydroxy-, 2-methylbutyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Hydroxybenzoic Acid | HCID 135 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | (S)-2-methyl-1-butanol | HCID 2723602 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Benzoic acid, 4-hydroxy-, 2-methylbutyl ester | HCID 13530949 | 83% |
Reaction Steps
4.0 g of p-hydroxybenzoic acid and 12.5 g of (S)-(-)-2-methylbutanol were refluxed for 6 hours in toluene in the presence of sulfuric acid, while the generated water was removed out. Subsequently, the reaction solution was washed with water to remove sulfuric acid out. After the resulting solution was dried and concentrated, the concentrate was purified by column chromatography to obtain 5.0 g of the objective ester compound (liquid state at room temperature, [α]D23 =+4.9° (CHCl3)). (Yield: 83%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05248446 |
| Source dataset | uspto-grants-1993_09 |
| ORD ID | ord-4871f52327694f1cbe2e0f27dd59dbfe |
| Source note | uspto-grants-1993_09 |