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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1198391Generated: October 27, 2026

Formaldehyde → 4-Hydroxy-5-(4-propylpiperazinylmethyl)-1,3-benzodioxole

https://huagongshe.com/reaction/1198391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantPiperazine, 1-propyl-, hydrochloride (1:2)HCID 415812—
Reactant1,3-Benzodioxol-4-olHCID 586727—
SolventAcetonitrileHCID 6342—
Product4-Hydroxy-5-(4-propylpiperazinylmethyl)-1,3-benzodioxoleHCID 1910262956.1%

Reaction Steps

Aqueous formaldehyde (37%; 3.67 g, 45.3 mmol) was added dropwise to a stirred solution of 4-hydroxy-1,3-benzodioxole (5.2 g, 37.8 mmol) and N-propylpiperazine (5.8 g, 45.3 mmol) in acetonitrile (25 ml). The reaction mixture was stirred at room temperature for one hour and evaporated in vacuo. The remaining oil (13.0 g) was purified chromatographically (with ethylacetate/methanol=9/1 (v/v) as an eluent to give 4-hydroxy-5-(4-propylpiperazinylmethyl)-1,3-benzodioxole (5.9 g, 56% yield; compound No. 25), m.p. 115°-117° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05281595
Source datasetuspto-grants-1994_01
ORD IDord-4d9fd957af3f430d94019af0df79654a
Source noteuspto-grants-1994_01