HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 13770581, compound → 4-tert-Butyl-2-(3-methyl-2-oxopyrrolidin-1-yl)furan-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 13770581 | HCID 13770581 | — |
| Reactant | 4-Chloro-2-methylbutanoyl chloride | HCID 13770582 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-tert-Butyl-2-(3-methyl-2-oxopyrrolidin-1-yl)furan-3-carbonitrile | HCID 174855 | 21.7% |
Reaction Steps
To 4.0 g of 2-amino-3-cyano-4-(1,1-dimethylethyl)furan and 4.3 g of 2-methyl-4-chlorobutyryl chloride was added 150 ml of toluene. The reaction mixture was allowed to reflux for about 72 hours. The mixture was washed once with 1N hydrochloric acid, once with 2N sodium hydroxide and finally with water. The organic phase was dried over anhydrous magnesium sulfate, filtered and concentrated under vacuum. The residue was chromatographed over silica gel while eluting with an 80/20 mixture of Skellysolve B/ethyl acetate. Fractions containing the major component were combined and the solvent was evaporated therefrom to afford 1.3 g of N-[3-cyano-4-(1,1-dimethylethyl)-2-furyl]-3-methyl-2-pyrrolidinone. mp=88°-90° C. Yield 21%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04643758 |
| Source dataset | uspto-grants-1987_02 |
| ORD ID | ord-ee6519c414f943b6973ab1c04f62407c |
| Source note | uspto-grants-1987_02 |