Water → 2-Methyl-2-phenylbutanenitrile

HRID 2106045

反応式

HRID 2106045 の反応式
[C:1]1([CH:7]([CH3:10])[C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[Si]([N-][Si](C)(C)C)(C)C.[Na+].[CH2:21](I)[CH3:22].O>CS(C)=O.C1COCC1>[CH3:10][C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)([CH2:21][CH3:22])[C:8]#[N:9]

参加物

7

反応物 4

HCID 962WaterHCID 6340IodoethaneHCID 157612-PhenylpropionitrileHCID 2724254Sodium bis(trimethylsilyl)amide

生成物 1

HCID 32541802-Methyl-2-phenylbutanenitrile

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of 5 g (38 mmol) of 2-phenylpropionitrile in 50 mL of DMSO was added 42 mL of a 1M solution of NaHMDS in THF. After 15 minutes, the reaction was cooled to 0° C. and 4.6 mL of ethyl iodide was added. The reaction was monitored by TLC. After 30 minutes, the mixture was poured into water and extracted with diethyl ether. The combined organics were washed with four portions of water, washed with brine, dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 6.1 g of 2-methyl-2-phenylbutyronitrile as an oil.

後処理

  1. waitAfter 30 minutes
  2. extractionextracted with diethyl ether
  3. washThe combined organics were washed with four portions of water
  4. washwashed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-0db3792bfa244f2ab0afeab0999fcea7
出典データセット
uspto-grants-2009_08
特許番号
US07579469B2

関連ノート

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