Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | HCID 19600230 | HCID 19600230 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 19600079 | HCID 19600079 | — |
Reaction Steps
To a solution of 0.240 g (0.653 mmol) of 5-(4-phenethylbenzenesulfonyl)-4,5,6,7-tetrahydrofuro[3,2-c]pyridine in 10 ml of acetic acid, 0.09 g (1.0 mmol) of 50% aqueous dimethylamine and 0.08 g (1.0 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 ethyl acetate 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 |
|---|
| Patent number | US05998433 |
|---|
| Source dataset | uspto-grants-1999_12 |
|---|
| ORD ID | ord-8660cd4d0eb44540b11eea9f708025da |
|---|
| Source note | uspto-grants-1999_12 |
|---|