Dimethylformamide → Mofegiline

HRID 376096노트

반응식

HRID 376096 반응식
C([N-:3][CH:4]=O)=O.[Na+].C(#N)C.CN(C)C=O.ClC/[C:17](=[CH:27]/[F:28])/[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1>O>[NH2:3][CH2:4]/[C:17](=[CH:27]/[F:28])/[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 6342AcetonitrileHCID 9815806(E)-1-chloro-2-(fluoromethylene)-4-(p-fluorophenyl)butaneHCID 10877056Sodium Diformylamide

생성물 1

HCID 6437850Mofegiline

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Combine sodium diformylamide (28.8 g, 0.31 mol), acetonitrile (360 g), and N,N-dimethylformamide (48 g). Add (E)-1-chloro-2-(fluoromethylene)-4-(p-fluorophenyl)butane (50.6 g, 0.23 mol). Heat to reflux. After 5 hours, cool to ambient temperature. Add water (466 g) and stir for 15 minutes. After 30 minutes, the aqueous layer is removed. Evaporate the organic layer in vacuo to give the title compound. 1H NMR (CDCl3, 300 MHz) δ2.28 (m, 2H), 2.72 (m, 2H), 4.07 (d , J=3Hz, 2H), 6.74 (d, J=81Hz, 1H), 6.94 (m, 2H), 7.13 (m, 2H), 8.73 (s, 2H).

후처리

  1. temperatureHeat to reflux
  2. waitAfter 30 minutes
  3. customthe aqueous layer is removed
  4. customEvaporate the organic layer in vacuo

출처 및 근거

ORD 기록
ord-850b8048dd1247e5be6b8ae2bcd7c948
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05488188

반응 노트

불러오는 중…