Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Phenylacetonitrile | HCID 8794 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86741462 | HCID 86741462 | — |
| Product | HCID 20147704 | HCID 20147704 | 98.7% |
Reaction Steps
A mixture of N-(n-octyl)-ethanediamine tosylate (10 g, 0.029 mol) and benzyl cyanide (0.9 ml, 0.029 mol) was heated at 200° C. until evolution of ammonia ceased. The reaction mixture was cooled to 50° C. and treated with aqueous sodium hydroxide (15 ml, 5M). The resulting mixture was stirred for 15 minutes and then extracted with dichloromethane. The organic phase was separated, washed with water, and dried over anhydrous magnesium sulphate. Th solvent was removed under reduced pressure to yield a gum which was chromatographed on silica gel using increasing proportions of methanol in dichloromethane to yield 4,5-dihydro-1-n-octyl-2-phenylmethylimidazole (7.8 g) having the formula ##STR23##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04732989 |
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| Source dataset | uspto-grants-1988_03 |
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| ORD ID | ord-1c94f2ea73784888ac3d0680676e1683 |
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| Source note | uspto-grants-1988_03 |
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