Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | m-Formylbenzonitrile | HCID 90670 | — |
| Reactant | HCID 178418365 | HCID 178418365 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57881436 | HCID 57881436 | — |
Reaction Steps
15% Isopropyl magnesium bromide in diethyl ether (23.5 mL, 24.0 mmol) was added to a stirred solution of 3-formylbenzonitrile (2.62 mg, 20.0 mmol) in dry tetrahydrofuran (18 mL), at 0° C. under a nitrogen atmosphere. After stirring at 0° C. for 1 hour, then at room temperature for 2 hours, the mixture was partitioned between ethyl acetate and 1M hydrochloric acid. The aqueous layer was extracted with ethyl acetate and the combined organic layers were washed with brine, dried over sodium sulfate and concentrated under vacuum. The residue was purified with silica column chromatography (eluting with 9% to 25% ethyl acetate in heptane) to afford the title compound (1.164 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08314091B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-241d5828c1d24cc3bc6caf0afdcef425 |
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| Source note | uspto-grants-2012_11 |
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