Methyl iodide → HCID 67099818、化合物

HRID 1868657ノート

反応式

HRID 1868657 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:11][CH3:12])[C:9]#[N:10])=[CH:4][CH:3]=1.[H-].[Na+].[CH3:15]I>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([CH3:15])([CH2:11][CH3:12])[C:9]#[N:10])=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 11435291HCID 11435291、化合物

生成物 1

HCID 67099818HCID 67099818、化合物収率 95.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

A mixture of 2-(4-chlorophenyl)butanenitrile (6.2 g, 35 mmol) in 50 mL DMF stirred at 0° C., was treated with NaH (0.99 g, 41 mmol). The mixture was stirred at 0° C. for 30 minutes, and was treated with MeI (7.3 g, 52 mmol). The mixture was stirred at 0° C. to room temperature for 2 hours, and was carefully quenched with H2O, and neutralized with 10% HCl to pH=5. The mixture was extracted with ether (3×50 mL). The combined organic layers were washed with brine (30 mL), dried over anhydrous Na2SO4, concentrated in vacuo, and purified by column chromatography eluting with 10% EtOAc/hexane to give 6.5 g of the product as a pale yellow oil.

後処理

  1. stirringThe mixture was stirred at 0° C. for 30 minutes
  2. stirringThe mixture was stirred at 0° C. to room temperature for 2 hours
  3. customwas carefully quenched with H2O
  4. extractionThe mixture was extracted with ether (3×50 mL)
  5. washThe combined organic layers were washed with brine (30 mL)
  6. dry with materialdried over anhydrous Na2SO4
  7. concentrationconcentrated in vacuo
  8. custompurified by column chromatography
  9. washeluting with 10% EtOAc/hexane

出典と根拠

ORDレコード
ord-9e8a2230064d48ffb2edb3102a1818c7
出典データセット
uspto-grants-2009_12
特許番号
US07635715B2

反応ノート

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