HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → Methyl 2-(3-hydroxycyclohexyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Methyl 2-(3-oxocyclohexyl)acetate | HCID 566095 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-(3-hydroxycyclohexyl)acetate | HCID 13071110 | 100.3% |
Reaction Steps
(3-Oxo-cyclohexyl)-acetic acid methyl ester (240 mg, 1.39 mmol) was dissolved in 5 ml THF and 5 ml ethanol and cooled to 0-5° C. Sodium borohydride (79 mg, 2.09 mmol) was added and the reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was quenched with saturated NaHCO3-solution and extracted three times with ethyl acetate. The organic extracts were washed with brine, dried with sodium sulfate, filtered and evaporated. The crude product (240 mg, 100%) was obtained as a light yellow oil and used without any further purification for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08097637B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-c56ba1ed153440ddbe52b93497056fe0 |
| Source note | uspto-grants-2012_01 |