Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitromethane | HCID 6375 | — |
| Reactant | Benzyltrimethylammonium hydroxide | HCID 66854 | — |
| Reactant | 2-Cyclohexen-1-one, 4,4-diphenyl- | HCID 138280 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54034481 | HCID 54034481 | 92.4% |
Reaction Steps
A solution (11.45 g) of benzyltrimethylammonium hydroxide in methanol is added to a solution of 4,4-diphenyl-2-cyclohexenone (60 g) and nitromethane (14.75 g) in 2-methyl-2-propanol (400 cc) and anhydrous tetrahydrofuran (200 cc), and the reaction mixture is stirred at +25° C. for 144 hours: a crystalline solid precipitates slowly. This suspension is filtered and the crystals are washed with petroleum ether (50 cc) cooled to 0° C., drained and dried. (RS)-3-Nitromethyl-4,4-diphenylcyclohexanone (69.1 g) is obtained in the form of white crystals, m.p. 164° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05112988 |
|---|
| Source dataset | uspto-grants-1992_05 |
|---|
| ORD ID | ord-93fe803800c14c34ba74e60ab96bcbad |
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| Source note | uspto-grants-1992_05 |
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