Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (2R,3R)-Butanediol | HCID 225936 | — |
| Reactant | 4-Fluoro-2-(trifluoromethyl)benzonitrile | HCID 605085 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11690469 | HCID 11690469 | — |
Reaction Steps
The NaH was suspended in 15 ml of dry THF at 0° C. under N2 gas, then (2R,3R)-2,3-butanediol (0.23 g, 2.46 mmol) was added, this mixture was stirred at 0° C. under N2 for 10 min before adding 4-fluoro-2-(trifluoromethyl)-benzonitrile (1.0 g, 5.18 mmol) The reaction mixture was stirred at 0° C. for 2 hours, then RT(room temperature) for 1 hour. It was quenched with 50 ml of distilled water, extracted with ethyl acetate (3×30 ml), the organic layer was washed with saturated NaHCO3 (three times), the solvent was removed to yield the crude product, it was purified by silica gel column with hexane:ethyl acetate=5:1 as the elute.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07473711B2 |
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| Source dataset | uspto-grants-2009_01 |
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| ORD ID | ord-266030865b684994b145ea9aa8b07618 |
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| Source note | uspto-grants-2009_01 |
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