Water → 3-(2-Pyridinyl)Propanenitrile

HRID 499584

반응식

HRID 499584 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1/[CH:7]=[CH:8]/[C:9]#[N:10].[BH4-].[Na+].O>CC(O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][C:9]#[N:10]

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 10866363(2E)-3-(pyridin-2-yl)prop-2-enenitrile

생성물 1

HCID 146872203-(2-Pyridinyl)Propanenitrile수율 83.6%

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
80 °C

실험 절차

(E)-3-(2-Pyridyl)acrylonitrile (0.50 g, 3.8 mmol) was dissolved in 2-propanol (10 ml), and sodium borohydride (0.50 g, 13.2 mmol) was added thereto. The reaction mixture was stirred at 80° C. for 14 hrs and cooled under ice cooling condition, combined with water, concentrated to the half amount and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was subjected to a silica gel (25 g) column chromatography. The fractions eluted with hexane-ethyl acetate (1:1, v/v) were collected and concentrated to give the titled compound (0.42 g, 82%).

후처리

  1. temperaturecooled under ice cooling condition
  2. concentrationconcentrated to the half amount
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated
  7. washThe fractions eluted with hexane-ethyl acetate (1:1
  8. customv/v) were collected
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-72875183cd0e48b28547f39988f3e503
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07767665B2

연결된 노트

불러오는 중…