Reaction #1563932

Reaction equation

tert-Butyl 2-oxopyrrolidine-1-carboxylate

Isopropyl magnesium chloride

2-bromo-1,4-difluorobenzene

→

title compound

Yield 83.3%

tert-butyl 5-(2,5-difluorophenyl)-2,3-dihydro-1H-pyrrole-1-carboxylate

Yield 83.3%

Solvents

THF

THF

THF

Conditions

Workup

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued at 10° C. for 2 h
3. 3
   OtherReaction mixture
4. 4
   Otherwas quenched with saturated NH4Cl solution
5. 5
   Extractionextracted with EtOAc
6. 6
   Dryingdried over anhydrous sodium sulphate
7. 7
   Concentrationconcentrated under reduced pressure

Procedure

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.

Source