Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzonitrile | HCID 7505 | — |
| Reactant | 87206-44-8 | HCID 7000073 | — |
| Catalyst | Zinc bromide | HCID 10421208 | — |
| Product | HCID 59272919 | HCID 59272919 | 48.6% |
Reaction Steps
A mixture of (R)-methioninol (4.95 g), benzonitrile (8.3 mL) and zinc bromide (250 mg) was stirred at 120° C. for 90 hours under nitrogen atmosphere. After cooling to room temperature, the reaction mixture was filtered, and the filtrate was washed with water and brine, dried over magnesium sulfate and filtered again. The filtrate was concentrated in vacuo, and the resultant crude product was purified by column chromatography on silica gel (solvent; hexane/ethyl acetate=5/1 to 3/1) to give (R)-4-(2-methylthioethyl)-2-phenyl-4,5-dihydrooxazole (3.94 g, yield: 48.6%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08921380B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
|---|
| ORD ID | ord-bfcb7c1b2b8d479aba74eb0bed47add5 |
|---|
| Source note | uspto-grants-2014_12 |
|---|