Benzylamine → 1-Benzyl-4-(propan-2-yl)-1,4-azaphosphinane 4-oxide

A 20 L four-necked round bottom flask fitted with an overhead stirrer and reflux condenser, flame dried and cooled in a stream of nitrogen, was charged with the product of Step 1 (250 g, 1734 mmol), THF (2500 mL), water (2500 mL) and benzyl amine (297.3 g, 2774 mmol). The reaction mixture was heated at 85° C. for 16 h. After completion, THF was removed under reduced pressure. The aqueous layer was extracted with ether to remove the excess of benzyl amine and later with dichloromethane (2×2500 mL). The combined dichloromethane layers were washed with brine (2×1000 mL), dried over sodium sulfate and concentrated to give 1-benzyl-4-(propan-2-yl)-1,4-azaphosphinane 4-oxide (273 g, 63%) as brown oil.

1. customA 20 L four-necked round bottom flask fitted with an overhead stirrer
2. temperaturereflux condenser
3. temperatureflame
4. customdried
5. temperaturecooled in a stream of nitrogen
6. customAfter completion, THF was removed under reduced pressure
7. extractionThe aqueous layer was extracted with ether
8. customto remove the excess of benzyl amine
9. washThe combined dichloromethane layers were washed with brine (2×1000 mL)
10. dry with materialdried over sodium sulfate
11. concentrationconcentrated

ORD-Eintrag

ord-c53810a67cfe49f9bbceaec1d56ce533

Quelldatensatz

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08551984B2