Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Cyanide | HCID 768 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | N,N-Dimethylbenzylamine | HCID 7681 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Phenylglyoxylonitrile | HCID 11953 | 91% |
Reaction Steps
140.5 grams (1.0 mole) of benzoyl chloride were dissolved in 600 ml of methylene chloride. This solution was treated simultaneously with 27 grams (1.0 mole) of hydrogen cyanide and 1.83 grams (0.014 mole) of N,N-dimethyl benzyl amine. Then within 20 minutes there were fed in 171 grams of a 29.8 percent aqueous sodium cyanide solution (1.04 moles of sodium cyanide). The temperature of the reaction mixture meanwhile and for a further 2 hours was held at 15 to 35° C. Then there were added 60 grams of water and the phases separated. After removal of the hydrogen cyanide and the methylene chloride there were obtained by distillation 136 grams of crude, 91 percent benzoyl cyanide. In fractional distillation there were obtained 122 grams of pure benzoyl cyanide. This corresponds to a yield of 93% base on the benzoyl chloride employed.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04144269 |
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| Source dataset | uspto-grants-1979_03 |
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| ORD ID | ord-6cab1d272ed541f5b440329fed0afbaa |
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| Source note | uspto-grants-1979_03 |
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