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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749842Generated: November 3, 2026

Ethanol → HCID 71278683, compound

https://huagongshe.com/reaction/1749842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantTert-butyl 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylateHCID 60155786—
SolventTolueneHCID 1140—
ProductHCID 71278683HCID 7127868318.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of tert-butyl 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.697 g, 2.00 mmol), ethanol (0.140 mL, 2.40 mmol) and triphenylphosphine (0.787 g, 3.00 mmol) in toluene (8 mL) was added with a 40% solution of diethyl azodicarboxylate in toluene (1.31 g, 3.00 mmol), and the mixture was stirred at 110° C. for 5 hours in a sealed tube. The reaction mixture was concentrated, and the resulting residue was subjected to silica gel column chromatography (chloroform/ethyl acetate) to obtain tert-butyl 4-[(6-ethoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.138 g, 18%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-1880dfb1ca8443288891cf080eaa0f22
Source noteuspto-grants-2015_10