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

HRID 597001
ノート
印刷プレビュー

反応式

HRID 597001 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

反応条件

温度
30 °C

実験手順

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 1 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.

後処理

  1. temperatureis heated in an inert atmosphere at 80°-85° C. for 1 hour
  2. temperatureThe reaction mixture is 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

出典と根拠

ORDレコード
ord-2fc18d7ed3d24f8ab8be433b7baf09d7
出典データセット
uspto-grants-1977_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04012524

反応ノート

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