Water → 3-oxo-2,3-dihydro-1H-indene-5-carbonitrile

HRID 1646612노트

반응식

HRID 1646612 반응식
Br[C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=[O:11])=[CH:4][CH:3]=1.[CH3:12][N:13](C)C=O.[Cu](C#N)C#N.O>C(Cl)Cl>[O:11]=[C:8]1[C:9]2[C:5](=[CH:4][CH:3]=[C:2]([C:12]#[N:13])[CH:10]=2)[CH2:6][CH2:7]1

참가 물질

6

반응물 4

HCID 962WaterHCID 6228DimethylformamideHCID 1397781-Indanone, 6-bromo-HCID 178418260HCID 178418260, 화합물

생성물 1

HCID 110300743-oxo-2,3-dihydro-1H-indene-5-carbonitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2 g of 6-bromo-indanone, 10 ml of dimethylformamide and 3 g of copper cyanide are taken to reflux for 20 hours. At 20° C. the reaction mixture is poured into 40 ml of water and 30 ml of methylene chloride, agitated for 15 minutes and filtered on celite. The filtrate is decanted and re-extracted with methylene chloride. The organic phase is washed with water, dried, brought to dryness under reduced pressure and the residue is chromatographed on silica in a hexane-ethyl acetate mixture as eluant (7-3). 1.03 g of expected product is obtained, M.p.=109° C.

후처리

  1. temperatureto reflux for 20 hours
  2. filtrationfiltered on celite
  3. customThe filtrate is decanted
  4. extractionre-extracted with methylene chloride
  5. washThe organic phase is washed with water
  6. customdried
  7. customthe residue is chromatographed on silica in a hexane-ethyl acetate mixture as eluant (7-3)

출처 및 근거

ORD 기록
ord-c3dcad01213c4bd6936e86a04ea57da0
출처 데이터셋
uspto-grants-1993_01
특허 번호
US05180741

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