HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → Oxotremorine 1
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Acetamide, N-methyl-N-[2-propynyl]- | HCID 29033 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Oxotremorine 1 | HCID 19716 | — |
Reaction Steps
Under a nitrogen atmosphere, a solution containing 13.0 g. (0.12 mole) of N-methyl-N-propargylacetamide, 5.8 g. of paraformaldehyde, 10.5 g. (0.15 mole) of pyrrolidine and a trace of cuprous chloride in 80 ml. of dioxane was refluxed for 5 hrs. and allowed to stand overnight. The mixture was filtered remaining oil was distilled and redistilled giving N-methyl-N-(4-pyrrolidino-2-butynyl)acetamide, boiling at 120° C. at 0.03 mm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04065471 |
| Source dataset | uspto-grants-1977_12 |
| ORD ID | ord-ed98a0d44b504502b844f3326f398ecc |
| Source note | uspto-grants-1977_12 |