Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1187101Generated: October 31, 2026

Piperazine → 5,5'-{piperazine-1,4-diylbis[(1S)-1-hydroxyethane-2,1-diyl]}bis(4-methyl-2-benzofuran-1(3H)-one)

https://huagongshe.com/reaction/1187101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
Reactant(S)-4-methyl-5-(oxiran-2-yl)isobenzofuran-1(3H)-oneHCID 59568665—
SolventEthanolHCID 702—
Product5,5'-{piperazine-1,4-diylbis[(1S)-1-hydroxyethane-2,1-diyl]}bis(4-methyl-2-benzofuran-1(3H)-one)HCID 59568702—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a 20 mL microwave tube charged with 4-methyl-5-[(2S)-oxiran-2-yl]-2-benzofuran-1(3H)-one (980 mg, 5.15 mmol) and piperazine (200 mg, 2.3 mmol) was added a stir bar and EtOH (16 mL). The tube was sealed and heated in a microwave apparatus to 150° C. for 90 minutes. The crude product was adsorbed onto silica gel, and purified by flash chromatography (MeOH-DCM 0˜7% gradient). After removal of solvents, 5,5′-{piperazine-1,4-diylbis[(1S)-1-hydroxyethane-2,1-diyl]}bis(4-methyl-2-benzofuran-1(3H)-one) was collected (560 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673920B2
Source datasetuspto-grants-2014_03
ORD IDord-b09b5af997284855818dabb2532c84f7
Source noteuspto-grants-2014_03