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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749845Generated: November 1, 2026

1-Propanol → HCID 71278665, compound

https://huagongshe.com/reaction/1749845

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PropanolHCID 1031—
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 71278665HCID 7127866535%

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 (0.522 g, 1.50 mmol), n-propanol (0.135 mL, 1.80 mmol) and triphenylphosphine (0.590 g, 2.25 mmol) in toluene (6 mL) was added with a 40% solution of diethyl azodicarboxylate in toluene (0.980 g, 2.25 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-[(3-oxo-6-propoxy-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.205 g, 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-6d5ae973a5874f81bfd453872048b19f
Source noteuspto-grants-2015_10