HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperonal → Bis(1,3-benzodioxol-5-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperonal | HCID 8438 | — |
| Reactant | 3,4-(Methylenedioxy)phenylmagnesium bromide solution | HCID 4429644 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Bis(1,3-benzodioxol-5-yl)methanol | HCID 384225 | 87% |
Reaction Steps
To a solution of piperonal (0.75 g) in solution in dichloromethane (25 ml) was added dropwise 3,4-(methylenedioxy)phenylmagnesium bromide (5 ml, 1M solution in toluene/THF). The mixture was stirred at room temperature overnight, then poured onto water, extracted with dichloromethane, dried and evaporated in vacuo to give the crude alcohol as a brown gum. Purification by column chromatography over silica gel eluting with ethyl acetate in CH2Cl2 (10 to 20%) gave the pure alcohol as a white gum (1.18 g, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514583B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-9c89363304b74ea2a3fb7daea7cb3de4 |
| Source note | uspto-grants-2009_04 |