Potassium Cyanide → 1-Dimethylamino-4-hydroxyamino-piperidine-4-carbonitrile

HRID 2367890

반응식

HRID 2367890 반응식
[CH3:1][N:2]([CH3:11])[N:3]1[CH2:8][CH2:7][C:6](=[N:9][OH:10])[CH2:5][CH2:4]1.P([O-])(O)(O)=O.[K+].[C-:18]#[N:19].[K+]>O>[CH3:1][N:2]([CH3:11])[N:3]1[CH2:8][CH2:7][C:6]([NH:9][OH:10])([C:18]#[N:19])[CH2:5][CH2:4]1

참가 물질

5

반응물 3

HCID 9032Potassium CyanideHCID 516951Monobasic potassium phosphateHCID 866713041-Dimethylamino-piperidin-4-one oxime

생성물 1

HCID 866713051-Dimethylamino-4-hydroxyamino-piperidine-4-carbonitrile수율 53.7%

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
5 °C

실험 절차

12.4 g 1-Dimethylamino-piperidin-4-one oxime (from Step 1) is dissolved in 160 ml water. 49.3 g potassium dihydrogenphosphate is added. The resulting yellow suspension is cooled to 5° C., and a solution of 11.24 g potassium cyanide in 40 ml water is added. The mixture is stirred at room temperature for 2 days, then extracted with ethyl acetate, the organic layer dried over sodium sulfate, and the solvent evaporated, to give 7.8 g 1-Dimethylamino-4-hydroxyamino-piperidine-4-carbonitrile. 1H-NMR (CDCl3): 5.60 ppm (s, broad, 1H), 5.10 ppm (s, broad, 1H), 2.92 ppm (m, 2H), 2.61 ppm (m, 2H), 2.33 ppm (s, 6H), 2.10 ppm (m, 2H), 1.70 ppm (m, 2H).

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialthe organic layer dried over sodium sulfate
  3. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-16d1c233e8934ee3b70bd591f0308c4d
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08703165B2

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