HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → HCID 58278897, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 4-Chloro-1-(dimethoxymethyl)-2-(trifluoromethyl)benzene | HCID 58279341 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 58278897 | HCID 58278897 | 10.4% |
Reaction Steps
A mixture of 4-chloro-1-(dimethoxymethyl)-2-(trifluoromethyl)benzene (18; 3.20 g, 12.6 mmol), Pd2(dba)3 (0.30 g, 0.33 mmol), t-BuOK (3.50 g, 31.2 mmol) and morpholine (48; 1.09 g, 12.6 mmol) in anhydrous toluene (50 mL) was stirred under reflux for 12 h under an inert atmosphere of nitrogen. Upon cooling to room temperature, the mixture was filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by chromatography (petroleum ether:ethyl acetate=10:1) to give 4-(4-(dimethoxymethyl)-3-(trifluoromethyl)phenyl)morpholine 19 (0.40 g, 10.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846947B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-07cd9b03c3f24d31af635aed082d9572 |
| Source note | uspto-grants-2014_09 |