Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1039983Generated: October 26, 2026

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

https://huagongshe.com/reaction/1039983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
ReactantTetrahydrofuranHCID 8028—
ReactantDiethenyl(propan-2-yl)phosphane oxideHCID 86658246—
SolventWaterHCID 962—
Product1-Benzyl-4-(propan-2-yl)-1,4-azaphosphinane 4-oxideHCID 6743295163%

Reaction Conditions

Temperature85 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551984B2
Source datasetuspto-grants-2013_10
ORD IDord-c53810a67cfe49f9bbceaec1d56ce533
Source noteuspto-grants-2013_10