HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-Dimethylaminomethyl-6-(4-methoxyphenyl)-cyclohexanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | 2-(4-Methoxyphenyl)cyclohexanone | HCID 254292 | — |
| Reactant | Sodium hydroxide methylene chloride | HCID 23721229 | — |
| Reactant | Dimethylammonium ethylene chloride | HCID 86759962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Dimethylaminomethyl-6-(4-methoxyphenyl)-cyclohexanone | HCID 22221702 | — |
Reaction Steps
200 g (0.98 mole) of 2-(4-methoxyphenyl)-cyclohexanone from stage 2 and 91 g (1 mole) of dimethylammonium ethylene chloride were stirred in 1000 ml of dry acetonitrile at room temperature. After addition of 1 ml of acetyl chloride the reaction mixture was stirred for a further 3 hours at room temperature, a colourless, clear solution being formed. 2000 ml of dry ether were then added dropwise to the reaction mixture and the hydrochloride crystallised out. 160 g (56% of theory) of colourless crystals were obtained. The base was freed from the hydrochloride with dichloromethane/sodium hydroxide and, after drying the solution, the dichloromethane was removed by distillation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07022739B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-076aa9037c4042dd83e48041a6387a23 |
| Source note | uspto-grants-2006_04 |