Acetic Acid → Dodecanenitrile

HRID 850379

반응식

HRID 850379 반응식
[C:1]1([CH:7]=[CH:8][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=O)C=CC=[CH:3][CH:2]=1.C(O)(=O)C.[C-]#[N:22].[K+]>C(OCCO)C.O>[CH3:3][CH2:2][CH2:1][CH2:7][CH2:8][CH2:9][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]#[N:22]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 7189CinnamoylbenzeneHCID 9032Potassium Cyanide

생성물 1

HCID 17092Dodecanenitrile

시약·촉매·용매 2

HCID 962Water용매2회HCID 8076Glycol monoethyl ether용매

반응 조건

온도
105 °C

실험 절차

To the chalcone, 187, (17.95 g, 54.7) mmol) in 2-ethoxyethanol (150 mL) at 55° C. was added acetic acid (4 mL) followed by slow addition of potassium cyanide (5.3 g, 81 mmol) in water. The solution was stirred at 105° C. for 0.25 hour. The solution was cooled and treated with water (25 mL). The mixture was filtered to collect the solid. The solid was washed repeatedly with 70% ethanol (50 mL), air dried, and then dried in vacuo to give the nitrile 12.7 g (68%) as a yellow solid. The nitrile was identified by 1H NMR, IR, MS, and microanalysis.

후처리

  1. temperatureThe solution was cooled
  2. filtrationThe mixture was filtered
  3. customto collect the solid
  4. washThe solid was washed repeatedly with 70% ethanol (50 mL), air
  5. customdried
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-09c379ede3af4a9fb74195064cc2b22e
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06017916

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