HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Trifluoromethyl)cyclohexanone → (1RS,2RS,5RS)-3-(2-dimethylaminomethyl-1-hydroxy-5-trifluoromethyl-cyclohexyl)-phenol hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Trifluoromethyl)cyclohexanone | HCID 2779355 | — |
| Reactant | Dimethylaminomethylene chloride | HCID 10290805 | — |
| Reactant | (2RS,5RS)-2-dimethylaminomethyl-5-trifluoromethyl-cyclohexanone | HCID 21705850 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (1RS,2RS,5RS)-3-(2-dimethylaminomethyl-1-hydroxy-5-trifluoromethyl-cyclohexyl)-phenol hydrochloride | HCID 21705866 | — |
Reaction Steps
The 5-epimer (27) of compound (25) was prepared, under the conditions given in Example 27, from (2RS,5RS)-2-dimethylaminomethyl-5-trifluoromethyl-cyclohexanone, prepared from 3-trifluoromethyl-cyclohexanone and dimethylaminomethylene chloride in acetonitrile. (27) was obtained in a yield of 27% theoretical and had a melting point of 221°-223° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05733936 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-25abf8f48bd44a67ad9fc5f31b8887db |
| Source note | uspto-grants-1998_03 |