HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 69286681, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 69286603 | HCID 69286603 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69286681 | HCID 69286681 | 97.5% |
Reaction Steps
Examples 11p and 11q, Step 8: To a solution of 1-((1S,2S,5R)-2-(dibenzylamino)-5-(isopropyl(methyl)amino)cyclohexyl)-3-methylbutan-2-one (168 mg, 0.39 mmoles) in 3 ml of methanol was added sodium borohydride (29.2 mg, 0.78 mmoles), the mixture was stirred for 2 hours at room temperature. At the end of the stirring was added saturated NH4Cl, and then the mixture was made basic with saturated NaHCO3. It was extracted with EtOAc, washed with brine, dried over Na2SO4, and evaporated to give 166 mg of 1-((1S,2S,5R)-2-(dibenzylamino)-5-(isopropyl(methyl)amino)cyclohexyl)-3-methylbutan-2-ol as a mixture of the two isomers (ratio ˜2:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07378409B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-2187cb36fad549b7875716cb1921dc02 |
| Source note | uspto-grants-2008_05 |