Diisopropylamine → N,N,N',N'-tetraisopropylformamidinium chloride

HRID 588287

반응식

HRID 588287 반응식
P(Cl)(Cl)([Cl:3])=O.[CH:6]([N:9]([CH:12]([CH3:14])[CH3:13])[CH:10]=O)([CH3:8])[CH3:7].[CH:15]([NH:18][CH:19]([CH3:21])[CH3:20])([CH3:17])[CH3:16]>C(OCC)C.ClCCl>[Cl-:3].[CH:6]([N:9]([CH:12]([CH3:14])[CH3:13])[CH:10]=[N+:18]([CH:19]([CH3:21])[CH3:20])[CH:15]([CH3:17])[CH3:16])([CH3:8])[CH3:7]

참가 물질

6

반응물 3

HCID 7912DiisopropylamineHCID 24813Phosphorus oxychlorideHCID 75912N,N-bis(1-methylethyl)formamide

생성물 1

HCID 22491722N,N,N',N'-tetraisopropylformamidinium chloride

시약·촉매·용매 2

HCID 3283Diethyl Ether용매3회HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

A mixture of phosphorus oxychloride (10.58 g) and diethyl ether (50 ml) is stirred at 0° C. for 10 min. Diisopropylformamide (8.91 g) in diethyl ether (20 ml) is then added drop-wise over a period of 10 min. The resulting mixture is then stirred at room temperature for 30 min. The formed precipitate is allowed to settle and the supernatant removed. Dichloromethane (60 mL) is then added to the mixture. Diisopropylamine (6.98 g) in dichloromethane (20 ml) is then added drop-wise at 0° C. over 10 min. The mixture is then warmed at room temperature and stirred for a further 1.5 h. Diethyl ether (30 ml) is added and the resulting precipitate is removed by filtration. The mother liquor is concentrated in vacuo. Acetone (30 ml) is added and the mixture filtered. The mother liquor is then concentrated in vacuo and subsequently is crystallised with diethyl ether (30 ml) to give N,N,N′,N′-tetraisopropylformamidinium chloride (18, R6=iPr, R7=iPr). 1H NMR (DMSO-d6), 7.49 (1H), 4.15-3.95 (4H), 1.33 (12H), 1.31 (12H).

후처리

  1. stirringThe resulting mixture is then stirred at room temperature for 30 min
  2. temperatureThe mixture is then warmed at room temperature
  3. stirringstirred for a further 1.5 h
  4. customthe resulting precipitate is removed by filtration
  5. concentrationThe mother liquor is concentrated in vacuo
  6. additionAcetone (30 ml) is added
  7. filtrationthe mixture filtered
  8. concentrationThe mother liquor is then concentrated in vacuo
  9. customsubsequently is crystallised with diethyl ether (30 ml)

출처 및 근거

ORD 기록
ord-b3d399308a7b4c489319be48bc3ceea4
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227934B2

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