Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-Hexen-1-ol | HCID 69963 | — |
| Reactant | HCID 86590221 | HCID 86590221 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86590220 | HCID 86590220 | 147.3% |
Reaction Steps
A mixture of 25 g of methyl benzoylformate (methyl glyoxalate), 15.25 g of 5-hexen-1-ol and 1.02 g of p-toluenesulfonic acid is heated at 120° C. for 18 hours. The methanol formed is removed by distillation. The mixture is poured into water (70 ml) and extracted with ethyl acetate. The organic phases are washed with water and dried over magnesium sulfate. Filtration, evaporation of the solvent, chromatography (eluent: 3:1 hexanethyl acetate) and distillation (b.p.=115° C. at 0.006 mbar) give hex-5-enyl glyoxalate (22.8 g, 64%) 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-3c4be9a1c80a481db32bf395cc27cfb9 |
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| Source note | uspto-grants-2007_10 |
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