HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(4-Chlorophenyl)-3-(dimethylamino)propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | P-Chloroacetophenone | HCID 7467 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | 1-Propanone, 1-(4-chlorophenyl)-3-(dimethylamino)-, hydrochloride (1:1) | HCID 200370 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-(4-Chlorophenyl)-3-(dimethylamino)propan-1-one | HCID 200371 | — |
Reaction Steps
4'-Chloro-3-dimethylaminopropiophenone is prepared by treating 4'-chloro-3-dimethylaminopropiophenone hydrochloride with aqueous base to remove the HCl. The free amine is extracted into diethyl ether and recovered by evaporation of the solvent. The hydrochloride salt is prepared by the method of Maxwell in Org. Synth. Coll. Vol. III, 305-306. Thus, a mixture of 4-chloroacetophenone, dimethylamine hydrochloride, and paraformaldehyde is refluxed for 2-4 hours in 95% ethanol with a small amount of added hydrochloric acid. The solid product is obtained after adding acetone and cooling overnight.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05670564 |
| Source dataset | uspto-grants-1997_09 |
| ORD ID | ord-56f9b76dbf344b45980844846a6922d9 |
| Source note | uspto-grants-1997_09 |