HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → tert-Butyl 2-(2,2-dibromoethenyl)pyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate | HCID 2734674 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 2-(2,2-dibromoethenyl)pyrrolidine-1-carboxylate | HCID 14730280 | 47.9% |
Reaction Steps
Following the procedure of Example 3, 6.8 g of (S)-2-formyl-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester in 20 ml of methylene chloride is reacted with 40 g of triphenylphosphine, 26 g of carbon tetrabromide in 700 ml of methylene chloride to give 5.8 g of the desired product as a colorless solid, mp 58°-59° C., [α]D26° =+24°±1 (C=1.048%, methylene chloride).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05001142 |
| Source dataset | uspto-grants-1991_03 |
| ORD ID | ord-b67f8ac7f60d4737b2e9d3e9ec551415 |
| Source note | uspto-grants-1991_03 |