HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 69216446, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Diethyl (cyanomethyl)phosphonate | HCID 75676 | — |
| Reactant | 4-(Dimethylamino)-4-phenylcyclohexan-1-one | HCID 11424492 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69216446 | HCID 69216446 | 95% |
Reaction Steps
4-Dimethylamino-4-phenyl-cyclohexanone (10.85 g, 50 mmole) and cyanomethanephosphonic acid diethyl ester (10.65 g, 12 mmole) were dissolved in DCM (100 ml). This solution was added dropwise with ice water cooling at a temperature of 5 to 10° C. with vigorous stirring to a solution of 40% aqueous NaOH (50 ml) and stirred for 2 h at RT. Working up was performed by combining the batch with ice (100 g). The organic phase was separated off. The aqueous phase was extracted with DCM (3×40 ml). The combined extracts were washed with saturated NaCl-solution (50 ml), dried over Na2SO4 and then evaporated. (4-Dimethylamino-4-phenylcyclohexylidene)acetonitrile was obtained as a yellow oil in a yield of 95% (11.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07348354B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-ad29133ca8d648b8841359ddf9d0f9de |
| Source note | uspto-grants-2008_03 |