HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 18974552, compound → HCID 18974513, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 18974552 | HCID 18974552 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | Sodium hydroxide methylene chloride | HCID 23721229 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 18974513 | HCID 18974513 | 71% |
Reaction Steps
Starting from (RS)-3-dimethylamino-1-(3-methoxy-phenyl)-2-methyl-propan-1-one and methyl iodide, (2RS,3SR)-4-dimethylamino-2-(3-methoxy-phenyl)-3-methyl-butan-2-ol hydrochloride (23) was obtained, under the conditions given in Example 1 (1st step) and using ether as a solvent, in a yield of 46% and with a melting point of 178°-179° C. The base was released from (23) with dichloromethane/sodium hydroxide solution. After drying the solvent, the dichloromethane was distilled off under vacuum. 23.7 g (0.1 mole) of the base were reacted with diisobutylaluminium hydride as in Example 2. In this manner, 18.5 g (71% theoretical) of hydrochloride (22) were obtained with a melting point of 183°-184° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05811582 |
| Source dataset | uspto-grants-1998_09 |
| ORD ID | ord-d4898fb0859f41ff98d142f763f745c3 |
| Source note | uspto-grants-1998_09 |