Toluene → HCID 86651391, 화합물

HRID 588286

반응식

HRID 588286 반응식
[CH:1]([N:3]1[CH2:7]CC[CH2:4]1)=O.C[O:9][S:10]([O:13]C)(=O)=[O:11].[NH:15]1[CH2:19]CC[CH2:16]1.[C:20]1([CH3:26])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[C:20]1([CH3:26])[CH:25]=[CH:24][C:23]([S:10]([O-:13])(=[O:11])=[O:9])=[CH:22][CH:21]=1.[CH3:1][N:3]([CH3:7])[CH:4]=[N+:15]([CH3:19])[CH3:16]

참가 물질

5

반응물 4

HCID 1140TolueneHCID 6497Dimethyl SulfateHCID 31268PyrrolidineHCID 773721-Pyrrolidinecarboxaldehyde

생성물 1

HCID 86651391HCID 86651391, 화합물

반응 조건

온도
80 °C

실험 절차

A mixture of N-formylpyrrolidine (100 g) and dimethylsulfate (126 g) are heated to 80° C. for 4 h. Then a mixture of pyrrolidine (71 g) and toluene (100 ml) are added and the resulting mixture is stirred at reflux for 1 h. The reaction mixture is cooled to room temperature and the phases are separated. The lower layer is concentrated in vacuo and triturated with diethyl ester. The precipitate is collected by filtration and recrystallised using ethyl acetate to give 1-pyrrolidin-1-ylmethylene-pyrrolidinium methylsulfate (18, R6/R7=Pyrrolidinyl). 1H NMR (DMSO-d6), 8.28 (1H), 3.90-3.85 (4H), 3.68-3.62 (4H), 3.38 (3H), 1.99-1.90 (4H), 1.86-1.77 (4H).

후처리

  1. additionare added
  2. temperatureat reflux for 1 h
  3. temperatureThe reaction mixture is cooled to room temperature
  4. customthe phases are separated
  5. concentrationThe lower layer is concentrated in vacuo
  6. customtriturated with diethyl ester
  7. filtrationThe precipitate is collected by filtration
  8. customrecrystallised

출처 및 근거

ORD 기록
ord-fe923a1a2fcc4d27af9b3cd3216f6d4c
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227934B2

연결된 노트

불러오는 중…