Potassium Cyanide → 3-Methyl-2-(methylamino)-3-phenylbutanenitrile

HRID 966431

반응식

HRID 966431 반응식
[C-:1]#[N:2].[K+].Cl.[CH3:5][NH2:6].[CH3:7][C:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([CH3:11])[CH:9]=O>O.CO>[CH3:7][C:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([CH3:11])[CH:9]([NH:6][CH3:5])[C:1]#[N:2]

참가 물질

6

반응물 3

HCID 9032Potassium CyanideHCID 2838792-Methyl-2-phenylpropanalHCID 6364545Methylamine hydrochloride

생성물 1

HCID 117081933-Methyl-2-(methylamino)-3-phenylbutanenitrile수율 95%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매2회

반응 조건

온도
22.5 °C

실험 절차

To a solution of potassium cyanide (103 g, 1.56 mol) and methylamine hydrochloride (106 g, 1.56 mol) in water (1000 mL) is added a solution of 2-methyl-2-phenylpropanal (222 g, 1.50 mol) in methanol (1000 mL) over a period of 30 minutes. An ice-water bath is used occasionally to maintain the reaction temperature between 20-25° C. The mixture is stirred at room temperature for 25 hours. Water (2000 mL) is then added and the reaction mixture is extracted with CH2Cl2 (3×800 mL). The combined organic extracts are washed with brine (500 mL) and dried over Na2SO4. The organic extracts are filtered and concentrated to give 3-methyl-2-(methylamino)-3-phenylbutanenitrile as an oil (274 g, 95% yield, 76.6% by HPLC area, NMR (>95%)). Evidence of decomposition on the HPLC/GC column is noted.

후처리

  1. customAn ice-water bath is used occasionally
  2. extractionthe reaction mixture is extracted with CH2Cl2 (3×800 mL)
  3. washThe combined organic extracts are washed with brine (500 mL)
  4. dry with materialdried over Na2SO4
  5. filtrationThe organic extracts are filtered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-229183f5043d4bfca086d132b31a2fc5
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06951955B2

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