HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → (S)-(+)-1-Phenyl-1,2-ethanediol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | alpha-Hydroxyacetophenone | HCID 68490 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | (S)-(+)-1-Phenyl-1,2-ethanediol | HCID 643312 | — |
Reaction Steps
Regarding Example 31, except that the use amount of RuCl[(S)-xylbinap][(S)-daipen] was changed (3.0 mg, 0.0025 mol, 1/1,000 molar fold of 2-hydroxyacetophenone) and 2-propanol (2.5 mL) was used instead of methanol, the same procedure as Example 31 was carried out. As a result of analysis of the reaction solution by using gas chromatography (HP-1), the conversion rate was found to be 99% or more. The optical purity was measured by high performance liquid chromatography (CHIRALPAK AS-H, eluent; hexane:2-propanol=92:8), and it was found to be 90% ee.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079931B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-676a51316761443885da18b007c71cfb |
| Source note | uspto-grants-2015_07 |