HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → 4-Hydroxy-5-(4-propylpiperazinylmethyl)-1,3-benzodioxole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Piperazine, 1-propyl-, hydrochloride (1:2) | HCID 415812 | — |
| Reactant | 1,3-Benzodioxol-4-ol | HCID 586727 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Hydroxy-5-(4-propylpiperazinylmethyl)-1,3-benzodioxole | HCID 19102629 | 56.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05281595 |
| Source dataset | uspto-grants-1994_01 |
| ORD ID | ord-4d9fd957af3f430d94019af0df79654a |
| Source note | uspto-grants-1994_01 |