Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | HCID 67586515 | HCID 67586515 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 67584899 | HCID 67584899 | — |
Reaction Steps
To a solution of 0.250 g (0.759 mmol) of (Z)-6-(4-stilbenecarbonyl)-4,5,6,7-tetrahydrofuro[2,3-c]pyridine in 20 ml of acetic acid, 0.10 ml (1.1 mmol) of 50% aqueous dimethylamine and 0.09 ml (1.1 mmol) of 37% aqueous formaldehyde were added, followed by stirring at 100° C. for 45 minutes. After the solvent was distilled off under reduced pressure, the residual solution was alkalified with 5% aqueous sodium hydrogen carbonate, and extracted with dichloromethane 2 times. The combined organic layer was washed with water and dried over anhydrous sodium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (chloroform/methanol=50/1) to yield the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05998433 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-92c8bdee99124ac285d6c3a87b3c6c1e |
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| Source note | uspto-grants-1999_12 |
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