Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 3-Benzyloxybenzaldehyde | HCID 74342 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 12140598 | HCID 12140598 | 53% |
Reaction Steps
To a stirred solution of 3-benzyloxybenzaldehyde (2.12 g, 10 mmol) in a 7N ammonia solution in methanol (50 mL) at 0° C. was added trimethylsilyl cyanide (1.11 mL, 15 mmol) dropwise. The resulting mixture was stirred at 0° C. for 10 min, warmed to 45° C. for 18 h and concentrated to dryness. The crude material was purified by silica gel column chromatography, eluting with 0-100% dichloromethane/10% methanol in dichloromethane, to afford the title compound (1.26 g, 53%) as a thick orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133185B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-e25c56fc238d41babcef65b1b9283c85 |
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| Source note | uspto-grants-2015_09 |
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