Methanol → 3-(2-Propyl-pyridin-4-yl)-acrylonitrile

HRID 277020노트

반응식

HRID 277020 반응식
[H-].[Na+].[Cl-].[C:4]([CH2:6][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)#[N:5].[CH2:26]([C:29]1[CH:34]=[C:33]([CH:35]=O)[CH:32]=[CH:31][N:30]=1)[CH2:27][CH3:28].CO>O1CCCC1.CN(C)C=O>[CH2:26]([C:29]1[CH:34]=[C:33]([CH:35]=[CH:6][C:4]#[N:5])[CH:32]=[CH:31][N:30]=1)[CH2:27][CH3:28]

참가 물질

7

반응물 4

HCID 887MethanolHCID 24758Sodium hydrideHCID 197040(Cyanomethyl)triphenylphosphonium chlorideHCID 226296632-Propyl-4-pyridinecarboxaldehyde

생성물 1

HCID 700871883-(2-Propyl-pyridin-4-yl)-acrylonitrile수율 46.8%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of 1.39 g (0.03 mol) sodiumhydride in 40 ml tetrahydrofurane and 40 ml dimethylformamide were added 10.13 g (0.03 mol) (cyanomethyl)triphenylphosphonium chloride. After sirring for 1 hour at room temperature a solution of 4.48 g (0.03 mol) 2-propyl-4-pyridinecarboxaldehyde in 15 ml tetrahydrofuran were added and stirring was continued for 15 hours. Then 10 ml methanol were added) the solvents were evaporated and the residue chromatographed on aluminiumoxide with dichloromethane to yield 2.42 g 3-(2-propyl-pyridin-4-yl)-acrylonitrile as yellow oil. MS m/e (%): 173 (M+H+, 100).

후처리

  1. waitwas continued for 15 hours
  2. customwere evaporated
  3. customthe residue chromatographed on aluminiumoxide with dichloromethane

출처 및 근거

ORD 기록
ord-eb89275c9cdb42e8abfba864d3e39d48
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06355653B1

반응 노트

불러오는 중…