HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Dimethylamino-4-(4-methoxy-phenyl)-1-methylamino-cyclohexane carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 4-(Dimethylamino)-4-(4-methoxyphenyl)cyclohexan-1-one | HCID 12595645 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Dimethylamino-4-(4-methoxy-phenyl)-1-methylamino-cyclohexane carbonitrile | HCID 68630841 | — |
Reaction Steps
40% aqueous methylamine solution (3.50 mL, 40.1 mmol) was added in drops to a mixture of 4N hydrochloric acid (1.98 mL) and methanol (2.3 mL) with ice cooling. A solution of the title compound from step 2 (2.00 mg, 8.09 mmol) in methanol (30 mL) and potassium cyanide (1.32 g, 20.3 mmol) were then added. The mixture was stirred for 3 d at RT and then after adding water (10 mL) was extracted 4× with ether. The combined organic phases were dried over Na2SO4 and concentrated to low volume in a vacuum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835689B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-86c91fdc26534bccb1a0d100f4272cf4 |
| Source note | uspto-grants-2014_09 |