반응 #1563932

ord-3217d26f18624a8fb770ca68ae0c2486

반응 방정식

CC(C)(C)OC(=O)N1CCCC1=O
tert-Butyl 2-oxopyrrolidine-1-carboxylate
C[CH](C)[Mg][Cl]
Isopropyl magnesium chloride
Fc1ccc(F)c(Br)c1
2-bromo-1,4-difluorobenzene
CC(C)(C)OC(=O)N1CCC=C1c1cc(F)ccc1F
title compound
수율 83.3%
CC(C)(C)OC(=O)N1CCC=C1c1cc(F)ccc1F
tert-butyl 5-(2,5-difluorophenyl)-2,3-dihydro-1H-pyrrole-1-carboxylate
수율 83.3%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.STIRRINGstirring
  2. 2
    workup.WAITwas continued at 10° C. for 2 h
  3. 3
    기타Reaction mixture
  4. 4
    기타was quenched with saturated NH4Cl solution
  5. 5
    추출extracted with EtOAc
  6. 6
    건조dried over anhydrous sodium sulphate
  7. 7
    농축concentrated under reduced pressure

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09402833B2uspto-grants-2016_08