Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | 5-Hydroxyisophthalic acid | HCID 69257 | — |
| Catalyst | 4-Methoxyphenol | HCID 9015 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 14511979 | HCID 14511979 | 52% |
Reaction Steps
Into a reaction vessel equipped with a stirrer, condenser and thermometer was placed 0.2 mole of 5-hydroxy-isophthalic acid. Thereto were added 0.6 mole of allyl alcohol, 300 ml of toluene, 1.3 g of sulfuric acid and 0.2 g of p-methoxyphenol and the mixture was refluxed with heating. A mixture of toluene and water was distilled off and cooled with a condenser, and toluene was separated from water and returned contineously to the reaction vessel. The mixture was heated for 8 hours. and then allowed to cool. At this point, total of distilled water was 7 ml. After the reaction mixture was washed with a saturated aqueous solution of sodium chloride until the aqueous layer did not indicate acidic, toluene was distilled at a reduced pressure. The resulting concentrate was distilled at a reduced pressure to obtain 27 g (yield 52%) of diallyl 5-hydroxy-isophthalate. b.p. 202°~205° C./5 mmHg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05175207 |
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| Source dataset | uspto-grants-1992_12 |
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| ORD ID | ord-ce81bc059c2d4ddcb3548ef255baf3e6 |
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| Source note | uspto-grants-1992_12 |
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