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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749237Generated: October 30, 2026

Ethanol → 5-Hydroxy-8-(1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}ethyl)-2H-1,4-benzoxazin-3(4H)-one acetate

https://huagongshe.com/reaction/749237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant5-(Benzyloxy)-8-(2-{benzyl[6-(4-phenylbutoxy)hexyl]amino}-1-hydroxyethyl)-2H-1,4-benzoxazin-3(4H)-oneHCID 69315934—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product5-Hydroxy-8-(1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}ethyl)-2H-1,4-benzoxazin-3(4H)-one acetateHCID 69319889—

Reaction Steps

A solution of 5-(benzyloxy)-8-(2-{benzyl[6-(4-phenylbutoxy)hexyl]amino}-1-hydroxyethyl)-2H-1,4-benzoxazin-3(4H)-one (82 mg) in ethanol (10 ml) and ethyl acetate (2 ml) was stirrer under hydrogen in the presence of palladium on charcoal (50 mg) for 8 h. The reaction mixture was filtered and concentrated in vacuo. Mass directed auto-preparative chromatography afforded the title compound (13.7 mg). LCMS RT=2.62 min ES+ve 456 (MH)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402598B2
Source datasetuspto-grants-2008_07
ORD IDord-8ea2cc142d164862a4d1bc00cfdbb9d5
Source noteuspto-grants-2008_07