HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydroquinone → Methyl pyruvate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydroquinone | HCID 785 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | Methyl pyruvate | HCID 11748 | — |
| Reactant | Methyl 2,2-dimethoxypropionate | HCID 82339 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl pyruvate | HCID 11748 | — |
| Product | Methyl 2-methoxyprop-2-enoate | HCID 536831 | — |
Reaction Steps
The dimethyl acetal of methyl pyruvate was prepared using methyl pyruvate, trimethyl orthoformate, MeOH and p-toluenesulfonic acid according to the method of Wermuth (Bull. Soc. Chim. France, 732 (1964)). Methyl pyruvate dimethylacetal (50 g) p-toluenesulfonic acid (1.34 g) and hydroquinone (1.90 g) were heated in an oil bath (approx. 150° C.) and MeOH was allowed to distill off slowly (approx. 10 mL). The residue was then distilled to afford the title ester, bp approx. 50° C./20 mmHg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05202321 |
| Source dataset | uspto-grants-1993_04 |
| ORD ID | ord-280d265466584b538b5f6f6dd376c3f1 |
| Source note | uspto-grants-1993_04 |