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 gas atmosphere. After cooling to room temperature, the reaction mixture was filtered and the filtrate was washed with water and a brine, dried over magnesium sulfate and filtered again. The filtrate was concentrated in vacuo and the resultant crude product was purified by a 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 |
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| Patent number | US08188097B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-447f02eb0082426faa912d1d62a8f496 |
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| Source note | uspto-grants-2012_05 |
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