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Oxygen → HCID 12467353、化合物

HRID 1019325
ノート
印刷プレビュー

反応式

HRID 1019325 の反応式
[CH2:1]([N:3](C)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)C.[C-:11]#[N:12].[Na+].O=O.C(=O)(O)[O-].[Na+].CO.[C:23](O)(=O)[CH3:24]>>[CH3:1][N:3]([CH:23]([CH3:24])[C:11]#[N:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 977Oxygen3 回HCID 8929Sodium CyanideHCID 11956N-Ethyl-N-methylanilineHCID 516892Sodium BicarbonateHCID 10129899Acetic acid methanol

生成物 1

HCID 12467353HCID 12467353、化合物

反応条件

温度
60 °C

実験手順

N-ethyl-N-methylaniline (1 mmol), RuCl3-nH2O (0.05 mmol) and sodium cyanide (1.2 mmol) were charged into a 25-ml side-arm flask, the interior of the reacting container was replaced by oxygen, and an oxygen balloon was attached to supply oxygen at 1 atm. Then, 1.7 ml of a mixed solvent of methanol-acetic acid (volume ratio 3/1) was added thereto at room temperature. Reaction was effected by stirring the mixed liquid at 60° C. for 24 hours. After the reaction mixture liquid was made alkaline with the addition of saturated sodium bicarbonate aqueous solution, the mixture was extracted with 10 ml ethyl acetate once and with 5 ml ethyl acetate twice. The extracted liquid thus obtained was washed with saturated saline solution, and dried over sodium sulfate, thereby obtaining an ethyl acetate solution of N-phenyl-N-ethylaminoacetonitrile and 2-(N-methyl-N-phenylamino)propionitrile. This solution was analyzed by a gas chromatography internal standard method, which revealed the conversion rate of N-ethyl-N-methylaniline being 70% with a yield of N-phenyl-N-ethylaminoacetonitrile being 57% (vs. N-ethyl-N-methylaniline) and that of 2-(N-methyl-N-phenylamino)propionitrile being 7% (vs. N-ethyl-N-methylaniline).

後処理

  1. customat room temperature
  2. customReaction
  3. extractionthe mixture was extracted with 10 ml ethyl acetate once
  4. customThe extracted liquid thus obtained
  5. washwas washed with saturated saline solution
  6. dry with materialdried over sodium sulfate

出典と根拠

ORDレコード
ord-0c48018a8b5040f1ac1989a6922b3099
出典データセット
uspto-grants-2002_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06486340B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート