HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trichloroisocyanuric Acid → Benzyl-4-oxo-pyrrolidine-2-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trichloroisocyanuric Acid | HCID 6909 | — |
| Reactant | Tempo | HCID 2724126 | — |
| Reactant | (2R,4S)-1-Benzyl-4-Hydroxy-pyrrolidine-2-carboxylic acid methyl ester | HCID 14116991 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl-4-oxo-pyrrolidine-2-carboxylic acid methyl ester | HCID 67548133 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A solution of a corresponding 1-benzyl-4-hydroxy-pyrrolidine-2-carboxylic acid methyl ester in DCM, cooled at 0° C. is treated with trichloroisocyanuric acid and TEMPO, and then the reaction mixture is stirred at 0° C. for about 1 h. The mixture is diluted with DCM and washed with NaHCO3, HCl, and brine. The organic layer is dried and concentrated to afford the product 1-benzyl-4-oxo-pyrrolidine-2-carboxylic acid methyl ester (25)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528136B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-312d54bb810042adaecc478933655661 |
| Source note | uspto-grants-2009_05 |