Ammonia → HCID 19424083、化合物

HRID 35933ノート

反応式

HRID 35933 の反応式
[Cl-].[NH4+:2].[C-:3]#[N:4].[Na+].N.[CH3:7][C:8]([C:11]1[CH:20]=[CH:19][C:14]([O:15][CH2:16][CH:17]=O)=[CH:13][CH:12]=1)([CH3:10])[CH3:9]>CO.O>[NH2:2][CH:17]([CH2:16][O:15][C:14]1[CH:19]=[CH:20][C:11]([C:8]([CH3:10])([CH3:9])[CH3:7])=[CH:12][CH:13]=1)[C:3]#[N:4]

参加物

7

反応物 4

HCID 222Ammonia2 回HCID 8929Sodium CyanideHCID 25517Ammonium ChlorideHCID 166373Acetaldehyde, 2-[4-(1,1-dimethylethyl)phenoxy]-

生成物 1

HCID 19424083HCID 19424083、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
10 °C

実験手順

To a mixture of 2.92 g (54.6 mmol.) of ammonium chloride, 2.47 g (50.4 mmol.) of sodium cyanide and 18 ml (296 mmol.) of a 28% aqueous solution of ammonia, there was added dropwise a solution of the wet cake of 2-[4-(1,1-dimethylethyl)phenoxy]acetoaldehyde obtained in Production Example 9 in 8 ml of methanol with stirring at a temperature of 10° C. for 30 minutes. Then the reaction mixture was further stirred at the same temperature for 30 minutes. Then, the reaction mixture was stirred under an atmosphere of a gas of ammonia at room temperature for 2 days. After the reaction was completed, the resultant mixture was poured into cold water and extracted with ethyl acetate. The residue was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography to give 3.89 g of 2-amino-3-[4-(1,1-dimethylethyl)phenoxy]propionitrile as a light-yellowish resinoid [60 MHz 1H-NMR (CDCl3, TMS), δ (ppm) 1.26(9H,s), 4.05(2H,d, J=5Hz), 4.63(1H,t, J=5Hz), 6.72(2H,d, J=10Hz), 7.21(2H,d, J=10Hz)].

後処理

  1. stirringThen the reaction mixture was further stirred at the same temperature for 30 minutes
  2. extractionextracted with ethyl acetate
  3. washThe residue was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-36e141cf3714439393cfdb4265e18758
出典データセット
uspto-grants-1995_05
特許番号
US05411979

反応ノート

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