Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenylglyoxylic Acid | HCID 11915 | — |
| Reactant | 3-Buten-1-ol | HCID 69389 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 90781387 | HCID 90781387 | 85.9% |
Reaction Steps
In a flask with a water separator, a mixture of 11.02 g of benzoylformic acid (glyoxalic acid), 6.62 g of 3-buten-1-ol and 0.42 g of p-toluenesulfonic acid in 130 ml of toluene is heated at 110° C. for 22 hours. The solution is washed with saturated NaHCO3 solution and water. The organic phases are dried over sodium sulfate. Filtration, evaporation of the solvent and distillation (b.p.=85° C. at 0.035 mbar) give but-3-enyl glyoxalate (8.08 g, 54%) as a pale yellowish liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07279200B2 |
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| Source dataset | uspto-grants-2007_10 |
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| ORD ID | ord-920574faa522455f9ac182bcb1817f3b |
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| Source note | uspto-grants-2007_10 |
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