Reaktion #421228

Reaktionsgleichung

ethyl 3-bromobenzoate

cyclopentylzinc bromide

→

6-Cyclopentyl-benzoic acid ethyl ester

Lösungsmittel

water

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirred at RT for 12 h
2. 2
   ExtraktionThe suspension was extracted with EtOAc
3. 3
   TrocknenThe combined organic phases were dried over sodium sulfate
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated in vacuo
6. 6
   FiltrationThe crude material was filtered through Alox (EtOAC)
7. 7
   Einengenconcentrated in vacuo

Vorschrift

To 1.00 mL (6.24 mmol) ethyl 3-bromobenzoate was added 13.0 mL (6.50 mmol) 0.5 M cyclopentylzinc bromide solution in THF followed by 100 mg (0.137 mmol) 1,1′-bis(diphenylphosphino)ferrocenedichloropalladium(II) under argon atmosphere. The reaction mixture was stirred at 85° C. for 1.5 h, then diluted with water and stirred at RT for 12 h. The suspension was extracted with EtOAc. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was filtered through Alox (EtOAC) and concentrated in vacuo.

Quelle