Methyl iodide → HCID 67099818, 화합물

HRID 2078065노트

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HRID 2078065 반응식
[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

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 11435291HCID 11435291, 화합물

생성물 1

HCID 67099818HCID 67099818, 화합물수율 95.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3c2441c650e84e78b06719527e3ccf25
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07928139B2

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