HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Oxocyclobutane-1-carboxylic acid → Ethyl 3-oxocyclobutanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Oxocyclobutane-1-carboxylic acid | HCID 4913358 | — |
| Reactant | Triethylorthoaceate | HCID 21875354 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 3-oxocyclobutanecarboxylate | HCID 22467070 | 87.3% |
Reaction Steps
A solution of 3-oxo-cyclobutanecarboxylic acid (6.0 g, 52.4 mmol; J. Org. Chem. 1988 53, 3841-3843), triethylorthoacetate (28.8 mL, 157 mmol) and toluene (120 mL) was heated at 110° C. for 5 hours. The reaction mixture was cooled to room temperature and quenched with 1.0 N HCl (120 mL). The organic phase was separated, washed with a saturated NaHCO3 and brine, dried (Na2SO4), filtered and concentrated in vacuo to provide the title compound (6.5 g, 80% yield) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07671043B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-40ae5a058bab484f84c27f07b5dde338 |
| Source note | uspto-grants-2010_03 |