HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Octanol → Octyl 2-oxopropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Octanol | HCID 957 | — |
| Reactant | Pyruvic Acid | HCID 1060 | — |
| Reactant | Toluene | HCID 1140 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Water | HCID 962 | — |
| Product | Octyl 2-oxopropanoate | HCID 12422202 | 76.1% |
Reaction Steps
A toluene solution (1 L) containing 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 under nitrogen flow. The reaction led to generation of water in the system. However, the water was removed using Dean-Stark trap. The resultant reaction solution was cooled down to room temperature, followed by removal of toluene using an evaporator under a reduced pressure. The residual was then purified using reduced pressure distillation (2 mmHg, 82 to 92° C.) to give octyl pyruvate (762 g, yield: 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07230062B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-4b26a830ad084533ad236a7c82d3a253 |
| Source note | uspto-grants-2007_06 |