Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | HCID 19600177 | HCID 19600177 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 19599995 | HCID 19599995 | — |
Reaction Steps
To a solution of 0.181 g (0.543 mmol) of 6-(5-phenylpentylsulfonyl)-4,5,6,7-tetrahydrofuro[2,3-c]pyridine in 20 ml of acetic acid, 59 mg (0.65 mmol) of 50% aqueous dimethylamine and 53 mg (0.65 mmol) of 37% aqueous formaldehyde were added, followed by stirring at 100° C. for 1 hour. After the solvent was distilled off under reduced pressure, the residual solution was alkalified with aqueous sodium hydroxide and extracted with dichloromethane 3 times. The combined organic layer was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=4/1) 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-0865b64b9421459587ab1596f6bb67bd |
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| Source note | uspto-grants-1999_12 |
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