HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(tert-Butyl) 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyltriphenylphosphonium iodide | HCID 638159 | — |
| Reactant | 1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate | HCID 4251853 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(tert-Butyl) 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylate | HCID 59263735 | — |
Reaction Steps
To a suspension of methyltriphenylphosphonium iodide (1.25 g, 3.08 mmol) in THF (20 ml) at 0° C., 4-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (500 mg, 2.05 mmol) and potassium ter-butoxide (460 mg, 4.11 mmol) was added. It was stirred for overnight at room temperature. Water was added and the compound was extracted with ethyl acetate. The ethyl acetate layer was washed with brine, dried over sodium sulphate, filtered and concentrated under vacuum. Purification by column chromatography offered 4-methylene-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester as a colorless oil (0.23 g, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08252797B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-4a4480769e4243c08820cccc79b5fdc1 |
| Source note | uspto-grants-2012_08 |