Toluene → HCID 86651391、化合物

HRID 588286

反応式

HRID 588286 の反応式
[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]

参加物

5

反応物 4

HCID 1140TolueneHCID 6497Dimethyl SulfateHCID 31268PyrrolidineHCID 773721-Pyrrolidinecarboxaldehyde

生成物 1

HCID 86651391HCID 86651391、化合物

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-fe923a1a2fcc4d27af9b3cd3216f6d4c
出典データセット
uspto-grants-2016_01
特許番号
US09227934B2

関連ノート

読み込み中…