HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 3H,5H-Pyrrolo[1,2-c]oxazol-5-one, tetrahydro-3,3-dimethyl-, (R)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 2,2-Dimethoxypropane | HCID 6495 | — |
| Reactant | 5-(Hydroxymethyl)pyrrolidin-2-one | HCID 558359 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3H,5H-Pyrrolo[1,2-c]oxazol-5-one, tetrahydro-3,3-dimethyl-, (R)- | HCID 13746929 | — |
Reaction Steps
A mixture of 5-hydroxymethyl-2-pyrrolidone (0.3 g) and 2,2-dimethoxypropane (2 ml) in dichloromethane was refluxed in the presence of a crystal (ca. 10 mg.) of p-toluenesulfonic acid for 20 hours. Aqueous extractive work up followed by solvent evaporation produced 0.18 g of (R)-tetrahydro-3,3-dimethyl-3H,5H-pyrrolo[1,2-c]oxazol-5-one as an oil (TLC showed a single spot at Rf =0.6 (ethyl acetate)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04588819 |
| Source dataset | uspto-grants-1986_05 |
| ORD ID | ord-1c369197f2a84a4497edde5f62b30af8 |
| Source note | uspto-grants-1986_05 |