Potassium Cyanide → 4-Aminooxane-4-carbonitrile

HRID 1504803노트

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HRID 1504803 반응식
[O:1]1[CH2:6][CH2:5][C:4](=O)[CH2:3][CH2:2]1.[C-:8]#[N:9].[K+].[OH-].[NH4+:12].[Cl-].[NH4+]>CO>[NH2:12][C:4]1([C:8]#[N:9])[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1

참가 물질

6

반응물 4

HCID 9032Potassium CyanideHCID 14923Ammonium HydroxideHCID 25517Ammonium ChlorideHCID 121599Tetrahydro-4H-pyran-4-one

생성물 1

HCID 220632914-Aminooxane-4-carbonitrile

시약·촉매·용매 1

HCID 887Methanol용매

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온도
70 °C

실험 절차

To a solution of tetrahydropyran-4-one (150 g, 1.50 mol) in methanol (1500 mL) was added potassium cyanide (6.0 M in water, 400 mL, 2.4 mol), ammonium hydroxide (25% solution in water, 1000 mL, 7.4 mol), and ammonium chloride (161 g, 3.00 mol). The reaction mixture was heated to 70° C. After 16 hours, the reaction mixture was cooled, quenched with cold brine (2000 mL), and extracted with dichloromethane (4×1500 mL). The organic layers were combined, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to afford 4-amino-tetrahydro-2H-pyran-4-carbonitrile. The material was used without further purification.

후처리

  1. temperaturethe reaction mixture was cooled
  2. customquenched with cold brine (2000 mL)
  3. extractionextracted with dichloromethane (4×1500 mL)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-bcfbe2aca1d747cb81d35fcc15929392
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09216173B2

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