Sodium Cyanide → 2-Amino-2-benzyl-3-phenoxy-propionitrile

HRID 1029818

反応式

HRID 1029818 の反応式
[O:1]([CH2:8][C:9]#[N:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:11]([Mg]Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[C-:20]#[N:21].[Na+].S([O-])([O-])(=O)=O.[Na+].[Na+]>CCOCC.CN(C)C=O.CO.O1CCCC1>[NH2:10][C:9]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([CH2:8][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:20]#[N:21]

参加物

9

反応物 4

HCID 8929Sodium CyanideHCID 24436Sodium SulfateHCID 241641PhenoxyacetonitrileHCID 178419663HCID 178419663、化合物

生成物 1

HCID 139832722-Amino-2-benzyl-3-phenoxy-propionitrile収率 6.3%

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 3283Diethyl Ether溶媒2 回HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To 20 millimoles (2.66 g) of phenoxyacetonitrile in 6 ml of anhydrous ether, is added a solution of 30 millimoles (1.5 eg) of benzylmagnesium bromide in 6 ml of anhydrous ether. The mixture sets to a mass and 10 ml of tetrahydrofuran are added. After stirring for 2 hours at room temperature, the reaction mixture is cooled by an ice-bath, then added with 50 ml of a normal solution of sodium cyanide in dimethylformamide. After 2 hours of stirring at room temperature, the mixture is hydrolyzed by 10 ml of methanol then by pasty sodium sulfate. There are obtained 3.45 g of raw product, which purified by high pressure liquid chromatography on silica, with a solution by ethyl acetate/petroleum ether 1/1, give 0.3 g of 2-amino-2-benzyl-3-phenoxy-propionitrile. Yield: 6.3%

後処理

  1. additionare added
  2. temperaturethe reaction mixture is cooled by an ice-bath
  3. stirringAfter 2 hours of stirring at room temperature
  4. customThere are obtained 3.45 g of raw product, which
  5. custompurified by high pressure liquid chromatography on silica, with a solution by ethyl acetate/petroleum ether 1/1

出典と根拠

ORDレコード
ord-d79c602fcd994572be212c82ce10cf57
出典データセット
uspto-grants-1992_04
特許番号
US05103019

関連ノート

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