2-Bromopropane → 3-Methyl-2-(2-naphthyl)butyronitrile

HRID 1071606노트

반응식

HRID 1071606 반응식
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][C:12]#[N:13].Br[CH:15]([CH3:17])[CH3:16].[OH-].[K+]>CS(C)=O.[I-].C([N+](CCCC)(CCCC)CCCC)CCC.[Cl-].[Na+].O>[CH3:16][CH:15]([CH3:17])[CH:11]([C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1)[C:12]#[N:13]

참가 물질

7

반응물 3

HCID 63582-BromopropaneHCID 14797Potassium HydroxideHCID 820082-Naphthylacetonitrile

생성물 1

HCID 223937393-Methyl-2-(2-naphthyl)butyronitrile수율 64.6%

시약·촉매·용매 3

HCID 67553Tetrabutylammonium Iodide촉매HCID 679Dimethyl Sulfoxide용매HCID 57417360Sodium chloride; water용매

실험 절차

3.00 g (17.9 mmol) of 2-naphthylacetonitrile was dissolved in 10 ml of dimethyl sulfoxide, and 2.43 g (19.7 mmol) of 2-bromopropane, 330 mg (0.90 mmol, cat) of tetra-n-butylammonium iodide and 10 ml of 50% potassium hydroxide were successively added thereto. After completion of the reaction, brine was added, and the mixture was extracted with ether. The organic layer was washed with brine, dried over magnesium sulfate and evaporated, to give a crude product. The crude product was subjected to 150 g of silica gel (ethyl acetate:hexane=1:10), to give 2.42 g (11.6 nmol, 64.6%) of the title compound as a yellow oil.

후처리

  1. additionwas added
  2. extractionthe mixture was extracted with ether
  3. washThe organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customto give a crude product

출처 및 근거

ORD 기록
ord-de92b22fc5124d0eb36d9b9a5af07a2e
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06906072B1

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