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Methyl iodide → 2,2-Dimethyl-5-methoxy-6,7-dichloro-1-indanone

HRID 1287428
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HRID 1287428 반응식
[CH3:1][CH:2]1[CH2:10][C:9]2[C:4](=[C:5]([Cl:14])[C:6]([Cl:13])=[C:7]([O:11][CH3:12])[CH:8]=2)[C:3]1=[O:15].[H-].[Na+].[CH3:18]I>COCCOC>[CH3:1][C:2]1([CH3:18])[CH2:10][C:9]2[C:4](=[C:5]([Cl:14])[C:6]([Cl:13])=[C:7]([O:11][CH3:12])[CH:8]=2)[C:3]1=[O:15]
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참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 123955612-Methyl-5-methoxy-6,7-dichloro-1-indanone

생성물 1

HCID 123955652,2-Dimethyl-5-methoxy-6,7-dichloro-1-indanone

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

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온도
30 °C

실험 절차

A stirred suspension of 2-methyl-5-methoxy-6,7-dichloro-1-indanone (12.2 g., 0.05 mole) and sodium hydride (1.43 g., 0.06 mole) in anhydrous 1,2-dimethoxyethane (500 ml.) is heated in an inert atmosphere at 80°-85° C. for one hour, cooled to 30°C. and treated with methyl iodide (8 ml.) The reaction mixture is refluxed for 15 minutes, then the solvent is distilled at reduced pressure. The crude product is poured into water (500 ml.), extracted into ether, washed with water and dried over magnesium sulfate. After evaporation of the ether the product is crystallized from methylcyclohexane affording 8.2 g. of 2,2-dimethyl-5-methoxy-6,7-dichloro-1-indanone which melts at 142° C.

후처리

  1. temperatureis heated in an inert atmosphere at 80°-85° C. for one hour
  2. temperatureis refluxed for 15 minutes
  3. distillationthe solvent is distilled at reduced pressure
  4. additionThe crude product is poured into water (500 ml.)
  5. extractionextracted into ether
  6. washwashed with water
  7. dry with materialdried over magnesium sulfate
  8. customAfter evaporation of the ether the product
  9. customis crystallized from methylcyclohexane affording 8.2 g

출처 및 근거

ORD 기록
ord-cca974b873e64963a0794910039a078e
출처 데이터셋
uspto-grants-1976_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03984465

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