HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Alcohol → Benzyl 3-oxocyclopentanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3-Oxocyclopentanecarboxylic acid | HCID 227798 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Benzyl 3-oxocyclopentanecarboxylate | HCID 14530748 | — |
Reaction Steps
The mixture of 3-oxo-cyclopentanecarboxylic acid (750 mg), of benzyl alcohol (633 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride 1 (680 mg), and of 1-hydroxybenzotriazole (350 mg) in 50 ml tetrahydrofuran was stirred overnight. After addition of aq. Sodium bicarbonate (sat. 25 mL), the reaction mixture was extracted with of ethyl acetate (50 ml×2). The organic layer was washed with brine, dried with anhydrous sodium sulfate and concentrated to yield 3-oxo-cyclopentanecarboxylic acid benzyl ester as oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722896B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-cb7821b47b8d410f88f1bbdc77d3fe7d |
| Source note | uspto-grants-2014_05 |