Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 19429411 | HCID 19429411 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19429505 | HCID 19429505 | — |
Reaction Steps
A solution of acetyl chloride (8.7 g) in dichloromethane (35.5 ml) was added dropwise with stirring to a solution of 1-{3-[1-(4-chlorophenyl)-1-methylethylamino]propyl}-5-methylimidazol-4-yl-methanol (3.55 g) in dichloromethane (88.8 ml) containing triethylamine (11.1 g) at 0° C. The mixture was stirred at 0° C. for 30 minutes and then at ambient temperature for 2 hours. The mixture was diluted with dichloromethane, washed with 5M sodium hydroxide solution, dried and evaporated. The residue obtained was dissolved in ether and acidified with ethereal hydrogen chloride. The solid was collected by filtration and recrystallised from aqueous propan-1-ol to give 1-{3-[1-(4-chlorophenyl)-1-methylethylamino]propyl}-5-methylimidazol-4-ylmethyl acetate dihydrochloride, m.p. 188°-189° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05547972 |
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| Source dataset | uspto-grants-1996_08 |
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| ORD ID | ord-00075ecd259840aaa479be6e23c773df |
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| Source note | uspto-grants-1996_08 |
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