HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dibromoethane → (1RS,2RS,4SR)-2-dimethylaminomethyl-1-(3-methylsulphanyl-phenyl)-4-phenethyl-1-cyclohexanol hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | 2-Dimethylaminomethyl-4-(phenethyl)-cyclohexanone hydrochloride | HCID 18980416 | — |
| Reactant | 2-Bromo-6-methylbenzenethiol | HCID 18980469 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | (1RS,2RS,4SR)-2-dimethylaminomethyl-1-(3-methylsulphanyl-phenyl)-4-phenethyl-1-cyclohexanol hydrochloride | HCID 18980474 | 23% |
Reaction Steps
The base of compound (48) was reacted with 1-bromo-3-methyl-sulphanyl-benzene corresponding to the conditions described in Example 1. In departure from the conditions described in Example 1, ether was used as the solvent and 1,2-dibromoethane was added to the reaction batch in order to increase the yield. The crude product was purified with diisopropyl ether via a silica gel column and was taken up in 2-butanone. After the addition of trimethylchlorosilane/water, compound (51) was obtained in a yield of 23% theoretical.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05801201 |
| Source dataset | uspto-grants-1998_09 |
| ORD ID | ord-7e6918ce28a146e0b062bb9d89088c53 |
| Source note | uspto-grants-1998_09 |