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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511470Generated: October 25, 2026

2-(4-Nitrobenzyl)-1,3,2-dioxaphosphinane 2-oxide → 2-(4-Aminobenzyl)-1,3,2-dioxaphosphorinane-2-oxide

https://huagongshe.com/reaction/511470

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(4-Nitrobenzyl)-1,3,2-dioxaphosphinane 2-oxideHCID 11345893—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Aminobenzyl)-1,3,2-dioxaphosphorinane-2-oxideHCID 1129911381.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 2-(4-nitrobenzyl)-1,3,2-dioxaphosphinane 2-oxide (Compound 230D, 70 mg, 0.27 mmol) in anhydrous THF was added 10% Pd/C (10 mg). The resulting mixture was heated at 50° C. under 50 psi H2 atmosphere for 6 h. Catalyst was filtered off and the filtrate was concentrated to give the desired product (50 mg, yield: 80%). 1H NMR (CD3OD, 400 MHz): δ=1.72-1.76 (m, 1 H), 1.98-2.02 (m, 1 H), 3.19 (d, J=20.4 Hz, 2 H), 4.28-4.40 (m, 4 H), 6.68 (d, J=8.0 Hz, 2 H), 7.03 (d, J=8.4 Hz, 2 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096624B2
Source datasetuspto-grants-2015_08
ORD IDord-bab3a2da6ecf49ed9679ba29c62c5ecc
Source noteuspto-grants-2015_08