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

HRID 1071606ノート

反応式

HRID 1071606 の反応式
[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]

参加物

7

反応物 3

HCID 63582-BromopropaneHCID 14797Potassium HydroxideHCID 820082-Naphthylacetonitrile

生成物 1

HCID 223937393-Methyl-2-(2-naphthyl)butyronitrile収率 64.6%

試薬・触媒・溶媒 3

HCID 67553Tetrabutylammonium Iodide触媒HCID 679Dimethyl Sulfoxide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-de92b22fc5124d0eb36d9b9a5af07a2e
出典データセット
uspto-grants-2005_06
特許番号
US06906072B1

反応ノート

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