HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → (4S)-Oct-1-yn-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1-Octyn-4-ol | HCID 103656 | — |
| Reactant | Methanol--water (1/1) | HCID 22242641 | — |
| Reactant | (S)-4-benzoyloxy-1-octyne | HCID 53798844 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (4S)-Oct-1-yn-4-ol | HCID 12786164 | — |
Reaction Steps
A solution of 1.15 g. (5.0 mmoles) of (S)4benzoyloxy-1-octyne (Example 899) and 1.40 g. (25 mmoles) of potassium hydroxide in 50 ml. of 10:1 methanol-water is allowed to stand at room temperature for 24 hours. The bulk of the methanol is evaporated at room temperature, and the mixture is extracted with ether. The extract is washed with brine, dried over magnesium sulfate, and evaporated to give a colorless oil, identical to 4-hydroxy-1-octyne [α]D25 = +17 ± 1.0°(C=0.77, ethyl acetate). This compound has the (S)-configuration.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03950406 |
| Source dataset | uspto-grants-1976_04 |
| ORD ID | ord-95c24802fe4c49ad909f06068e031fdc |
| Source note | uspto-grants-1976_04 |