HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 3-Hydroxy-4-aminocarbonyl-1-phenylmethyl pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 3-Hydroxy-4-ethyloxycarbonyl-1-phenylmethyl pyrrolidine | HCID 14347786 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-Hydroxy-4-aminocarbonyl-1-phenylmethyl pyrrolidine | HCID 14839585 | 22.1% |
Reaction Steps
A solution of 11.0 g (44.0 mmol) of 3-hydroxy-4-ethyloxycarbonyl-1-phenylmethyl pyrrolidine (prepared according to E. Jaeger and J. H. Biel in J. Org. Chem. 1965, 30, (740) in 40 g of 25% ammonia in methanol was heated at 100° C. under pressure overnight. The solution was cooled and evaporated to dryness. The oily residue was purified by chromatography using dichloromethane-methanol (85:15) to yield 2.14 g (22%) of the title compound. M.P. 128° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04965273 |
| Source dataset | uspto-grants-1990_10 |
| ORD ID | ord-2acea5aa25c548ce972bc4db1164e05d |
| Source note | uspto-grants-1990_10 |