Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | 3,4-Difluorobenzaldehyde | HCID 588088 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 16790478 | HCID 16790478 | 81% |
Reaction Steps
Through a solution of 3,4-difluorobenzaldehyde (25.0 g, 0.18 mol) in MeOH (500 mL) in a round bottom flask was bubbled ammonia gas for two hours at room temperature. The flask was then cooled to 0° C. and trimethylsilyl cyanide (1.3 eq., 0.23 mmol) was then added slowly. The reaction mixture was stirred for 2 hours when TLC analysis indicted that the reaction was complete (Rf=0.35, 3:2 hexane/EtOAc). Solvent was removed in vacuo and the residue was subjected to flash column chromatography on silica gel to obtain 25.0 g (81%) of amino-(3,4-difluorophenyl)-acetonitrile as a yellow syrup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06218390B1 |
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| Source dataset | uspto-grants-2001_04 |
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| ORD ID | ord-771d2e518b6049dea97dfce88e0243a9 |
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| Source note | uspto-grants-2001_04 |
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