Water → 2-Methyl-2-phenylbutanenitrile

HRID 2106045

반응식

HRID 2106045 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 32541802-Methyl-2-phenylbutanenitrile

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0db3792bfa244f2ab0afeab0999fcea7
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579469B2

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