Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Octanol | HCID 957 | — |
| Reactant | Pyruvic Acid | HCID 1060 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Octyl 2-oxopropanoate | HCID 12422202 | 76.1% |
Reaction Steps
A toluene (1 L) solution of pyruvic acid (440 g, 5.0 mol), n-octanol (651 g, 5.0 mol) and p-toluenesulfonic acid monohydrate (2.5 g) was heated and refluxed for 16 hours while removing water under a nitrogen gas stream, thereby obtaining a first reaction solution. Next, the first reaction solution was cooled to room temperature (25° C.). Thereafter, toluene was removed under reduced pressure (40 mmHg) using an evaporator, and the residue was purified by reduced pressure distillation (2 mmHg, 82 to 92° C.), thereby obtaining octyl pyruvate (762 g, yield 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08968975B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-30fdd1b542004ea68696608a9ee49c06 |
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| Source note | uspto-grants-2015_03 |
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