HuagongsheHuagongshe Chemistry Print Report · For research reference only
(6S)-4-benzyl-6-(4-fluorophenyl)morpholin-3-one → (S)-4-Benzyl-2-(4-fluorophenyl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (6S)-4-benzyl-6-(4-fluorophenyl)morpholin-3-one | HCID 15982164 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-4-Benzyl-2-(4-fluorophenyl)morpholine | HCID 12002488 | 98.1% |
Reaction Steps
A solution of (6S)-6-(4-fluorophenyl)-4-(benzyl)morpholin-3-one (9.7 g) in tetrahydrofuran (30 ml) was added dropwise over 30 min to lithium aluminum hydride (2.6 g 70 mmol) in tetrahydrofuran (200 ml) at room temperature, and the reaction mixture was refluxed for 3 hrs. The reaction was quenched by addition of water (10.6 ml) and 15% aqueous sodium hydroxide solution (2.6 ml) at 0° C. The reaction mixture was filtered and the filtrate was concentrated to give (2S)-2-(4-fluorophenyl)-4-(benzyl)morpholine (9.05 g, yield 98% for 2 steps) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994315B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-b7e2e0c848124d019c0c8b1af1918605 |
| Source note | uspto-grants-2011_08 |