Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Phenol | HCID 996 | — |
| Reactant | Chloroacetonitrile | HCID 7856 | — |
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 14234831 | HCID 14234831 | — |
Reaction Steps
5 g of the phenol obtained in the preceding stage, suspended in methylene chloride, are added to 58 ml of a molar solution of boron trichloride in methylene chloride. 4.4 g of chloroacetonitrile are then added followed, portionwise, by 3.69 g of aluminum chloride, the temperature being maintained in the region of 0° C. The mixture is left stirred for 4 hours at 0° C. and then left overnight at room temperature, and it is then hydrolyzed with 15 ml of water and 27 ml of 10% strength aqueous hydrochloric acid solution. This mixture is left for 1 hour with stirring and then alkalinized with 20% strength ammonia solution in water. The precipitate obtained is filtered off on celite, followed by washing with methylene chloride, the two phases are separated after settling has occurred and the organic phase is dried over anhydrous magnesium sulfate. After evaporation of the solvent, the residue is recrystallized in ethanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04885373 |
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| Source dataset | uspto-grants-1989_12 |
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| ORD ID | ord-61bda16de8e543468d329f7607119e5b |
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| Source note | uspto-grants-1989_12 |
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