Iodoethane → 2-Methyl-2-phenylbutanenitrile

HRID 400650

反応式

HRID 400650 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.[CH2:11]1COC[CH2:12]1.C[Si]([N-][Si](C)(C)C)(C)C.[Na+].C(I)C>CS(C)=O.O>[CH3:10][C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)([CH2:11][CH3:12])[C:8]#[N:9]

参加物

7

反応物 4

HCID 6340IodoethaneHCID 8028TetrahydrofuranHCID 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 962Water溶媒

反応条件

温度
0 °C

実験手順

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

後処理

  1. extractionextracted with diethyl ether
  2. washwashed four times with water
  3. washwashed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-06132d039a1f4c9ab83ae7bdfc79383e
出典データセット
uspto-grants-2014_06
特許番号
US08741897B2

関連ノート

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