HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 5-(2,6-Dimethoxyphenyl)-4-(4-(trifluoromethoxy)benzyl)-morpholin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-chloro-N-(1-(2,6-dimethoxyphenyl)-2-hydroxyethyl)-N-(4-(trifluoromethoxy)benzyl)-acetamide | HCID 69082006 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(2,6-Dimethoxyphenyl)-4-(4-(trifluoromethoxy)benzyl)-morpholin-3-one | HCID 69082766 | — |
Reaction Steps
A cooled (−25° C.) mixture of NaH (60% dispersion in mineral oil; 1 mg; 0.025 mmol) in anh. DMF (1 ml) was treated dropwise with a solution of 2-chloro-N-(1-(2,6-dimethoxyphenyl)-2-hydroxyethyl)-N-(4-(trifluoromethoxy)benzyl)acetamide (10 mg; 0.022 mmol) in anh. DMF (1 ml). The resulting mixture was further stirred at rt, under nitrogen, for 30 min. The mixture was then filtered, and the obtained filtrate was directly purified by preparative HPLC affording 5-(2,6-dimethoxyphenyl)-4-(4-(trifluoromethoxy)benzyl)-morpholin-3-one as a yellow oil. LC-MS (conditions E): tR=0.79 min.; [M+H]+: 412.06 g/mol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242970B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-3b9f1f6b70d74c1793db9bee860299f9 |
| Source note | uspto-grants-2016_01 |