Acetic Acid → Dodecanenitrile

HRID 850379

反応式

HRID 850379 の反応式
[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]

参加物

6

反応物 3

HCID 176Acetic AcidHCID 7189CinnamoylbenzeneHCID 9032Potassium Cyanide

生成物 1

HCID 17092Dodecanenitrile

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8076Glycol monoethyl ether溶媒

反応条件

温度
105 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-09c379ede3af4a9fb74195064cc2b22e
出典データセット
uspto-grants-2000_01
特許番号
US06017916

関連ノート

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