HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-1,4-difluorobenzene → HCID 89618599, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-1,4-difluorobenzene | HCID 67862 | — |
| Reactant | 1-Pyrrolidinecarboxylic acid, 2-oxo-, 1,1-dimethylethyl ester | HCID 379000 | — |
| Reactant | HCID 178418918 | HCID 178418918 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89618599 | HCID 89618599 | 83.3% |
Reaction Steps
2.0 M Isopropyl magnesium chloride solution in THF (163 mL, 324.3 mmol) was added to a solution of 2-bromo-1,4-difluorobenzene (62.5 g, 324.3 mmol) in THF (350 mL) at −40° C. and stirring was continued at 5° C. for 1 h. tert-Butyl 2-oxopyrrolidine-1-carboxylate (Step-1) (73 g, 392 mmol) in THF (150 mL) was added dropwise to above reaction mixture at −40° C. and stirring was continued at 10° C. for 2 h. Reaction mixture was quenched with saturated NH4Cl solution, extracted with EtOAc, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 76 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09402833B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-3217d26f18624a8fb770ca68ae0c2486 |
| Source note | uspto-grants-2016_08 |