HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2,6-Dimethoxyphenyl)-2-((4-(trifluoromethoxy)benzyl)-amino)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Ethyl 2-(2,6-dimethoxyphenyl)-2-((4-(trifluoromethoxy)benzyl)amino)acetate | HCID 69080982 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2,6-Dimethoxyphenyl)-2-((4-(trifluoromethoxy)benzyl)-amino)ethanol | HCID 69085706 | — |
Reaction Steps
A cooled (0° C.) mixture of LiAlH4 (6 mg; 0.15 mmol) in anh. THF (1 ml) was treated dropwise with a solution of ethyl 2-(2,6-dimethoxyphenyl)-2-((4-(trifluoromethoxy)benzyl)amino)acetate (65 mg; 0.15 mmol) in anh. THF (1 ml). The resulting mixture was further stirred at rt, under nitrogen, for 1 h. Water (6 μl), 15% aq. NaOH (6 μl), and water (18 μl) were then successively added, and the heterogeneous mixture was filtered. The filtrate was concentrated to dryness under reduced pressure, and the oily residue was further dried under HV affording 2-(2,6-dimethoxyphenyl)-2-((4-(trifluoromethoxy)benzyl)-amino)ethanol as a yellow oil. LC-MS (conditions E): tR=0.59 min.; [M+H]+: 372.10 g/mol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242970B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-a1ab625b240d49d8b6ebf059484ea775 |
| Source note | uspto-grants-2016_01 |