1,2-Dibromoethane → 1-(3-Bromophenyl)cyclopropane-1-carbonitrile

HRID 216620

반응식

HRID 216620 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]#[N:10])[CH:5]=[CH:6][CH:7]=1.Br[CH2:12][CH2:13]Br>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.[OH-].[Na+]>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2([C:9]#[N:10])[CH2:13][CH2:12]2)[CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 78391,2-DibromoethaneHCID 36023(3-Bromophenyl)acetonitrile

생성물 1

HCID 200261781-(3-Bromophenyl)cyclopropane-1-carbonitrile수율 95%

시약·촉매·용매 2

HCID 66133Benzyl triethylammonium chloride촉매HCID 14798Sodium Hydroxide용매

실험 절차

3-Bromophenylacetonitrile (5.0 g, 26 mmol) and 1,2-dibromoethane (6.6 mL, 77 mmol) were added to a solution of benzyltriethylammonium chloride (0.30 g, 1.3 mmol) in 50% sodium hydroxide aqueous solution (20 mL), and the mixture was stirred at room temperature overnight. Ice-water (70 mL) was added to the reaction mixture, and the whole was extracted with ethyl acetate (50 mL). The organic layer was washed with brine (30 mL), and dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the residue was purified by silica gel column chromatography to give the title reference compound (5.4 q) as brown oil (yield 95%).

후처리

  1. extractionthe whole was extracted with ethyl acetate (50 mL)
  2. washThe organic layer was washed with brine (30 mL)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customAfter the solvent was evaporated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-15fd5f118daf44cca02e80d71baab603
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193237B2

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