HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Acetate → 5-Difluoromethyl-5-(2-fluoro-phenyl)morpholin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 3-Morpholinone,5-(5-bromo-2-fluorophenyl)-5-(difluoromethyl)- | HCID 66665721 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Difluoromethyl-5-(2-fluoro-phenyl)morpholin-3-one | HCID 66665364 | 99.7% |
Reaction Steps
5-(5-Bromo-2-fluoro-phenyl)-5-difluoromethyl-morpholin-3-one (190 g, 586 mmol) [example 42 step e)] and sodium acetate (57.7 g, 703 mmol) were suspended in 1850 mL methanol. 10% Pd on charcoal (18.7 g) was then added and the reaction mixture was shaken in a Parr apparatus in an atmosphere of hydrogen at rt. After 60 minutes the reaction mixture was filtered over celite and evaporated. The residue was dissolved in 2 L TBME and washed with aqueous NaHCO3 and brine. The organic layer was dried over MgSO4.H2O and evaporated to give 143.2 g of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338413B1 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-0b7e8ad636b244f788c11c06e8611802 |
| Source note | uspto-grants-2012_12 |