Iodoethane → 2-Methyl-2-phenylbutanenitrile

HRID 400650

반응식

HRID 400650 반응식
[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]

참가 물질

7

반응물 4

HCID 6340IodoethaneHCID 8028TetrahydrofuranHCID 157612-PhenylpropionitrileHCID 2724254Sodium bis(trimethylsilyl)amide

생성물 1

HCID 32541802-Methyl-2-phenylbutanenitrile

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-06132d039a1f4c9ab83ae7bdfc79383e
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741897B2

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