반응 #67024

반응 방정식

Cyclopropylmagnesium bromide

1-bromonaphthalene

→

1-cyclopropylnaphthalene

수율 76.0%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.STIRRINGthe reaction mixture stirred at room temperature for 16 hours
2. 2
   기타The solvent was removed under reduced pressure and ethyl acetate and aqueous ammonium chloride
3. 3
   workup.ADDITIONwere added
4. 4
   추출After extraction
5. 5
   건조the organic layer was dried over sodium sulfate
6. 6
   여과filtered
7. 7
   농축concentrated under reduced pressure
8. 8
   기타The residue was purified by silica gel chromatography

실험 절차

Cyclopropylmagnesium bromide (150 mL, 0.5M in tetrahydrofuran) was slowly added to a solution of 1-bromonaphthalene (10 g, 50 mmol) and [1,3-bis(diphenylphosphino)propane]dichloro nickel (II) in tetrahydrofuran (10 mL) stirred at 0° C., and the reaction mixture stirred at room temperature for 16 hours. The solvent was removed under reduced pressure and ethyl acetate and aqueous ammonium chloride were added. After extraction, the organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography to yield 1-cyclopropylnaphthalene (6.4 g, 76%).

출처