Methyl iodide → 1-(5-Chloro-2-methoxyphenyl)ethanone

HRID 1039196

反応式

HRID 1039196 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([C:8](=[O:10])[CH3:9])[CH:7]=1.[C:12]([O-])([O-])=O.[K+].[K+].CI>C(#N)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([C:8](=[O:10])[CH3:9])[CH:7]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 740613-Chloro-6-hydroxyacetophenone

生成物 1

HCID 2404341-(5-Chloro-2-methoxyphenyl)ethanone収率 79.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
85 °C

実験手順

Dissolve 5′-chloro-2′-hydroxyacetophenone (15.3594 g, 90.03 mmol) in 100 mL of anhydrous acetonitrile in a pressure vessel. Add K2CO3 (13.7541 g, 99.52 mmol) and MeI (25.56 mL, 180.06 mmol) to the vessel. Seal the vessel and heat the reaction mixture to 85° C. for 18 hours. Cool the reaction and concentrate it in vacuo. Partition the residue between Et2O and H2O. Wash the organic layers with 2N NaOH (2×). Dry the combined organic layers with MgSO4. Filter off the drying agent and concentrate in vacuo to afford 13.15 g of 1-(5-chloro-2-methoxy-phenyl)-ethanone (79%).

後処理

  1. customSeal the vessel
  2. temperatureCool
  3. customthe reaction
  4. concentrationconcentrate it in vacuo
  5. customPartition the residue between Et2O and H2O
  6. washWash the organic layers with 2N NaOH (2×)
  7. dry with materialDry the combined organic layers with MgSO4
  8. filtrationFilter off the drying agent
  9. concentrationconcentrate in vacuo

出典と根拠

ORDレコード
ord-0f2730e7af154d0b897455ac9f6fb768
出典データセット
uspto-grants-2013_10
特許番号
US08552039B2

関連ノート

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