Methyl iodide → Methyl 5-formyl-2-methoxybenzoate

HRID 323405

反応式

HRID 323405 の反応式
[CH:1]([C:3]1[CH:11]=C(C(O)=O)[C:6]([OH:12])=[CH:5][CH:4]=1)=[O:2].[C:13](=O)([O-])[O-].[K+].[K+].CI.[C:21]([O:24][CH2:25]C)(=[O:23])[CH3:22].CCCCCC>CC(C)=O>[CH3:13][O:12][C:6]1[CH:5]=[CH:4][C:3]([CH:1]=[O:2])=[CH:11][C:22]=1[C:21]([O:24][CH3:25])=[O:23]

参加物

6

反応物 4

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 692265-Formylsalicylic acidHCID 21226206Ethyl acetate hexane

生成物 1

HCID 10856352Methyl 5-formyl-2-methoxybenzoate

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Combine 5-formylsalicylic acid (5.0 g, 30.1 mmol), potassium carbonate (16.6 g, 120.4 mmol), and methyl iodide (34.06 g, 240 mmol) in acetone (20 mL). Heat to reflux. After 12 hours, cool and extract five times with ethyl acetate. Combine the organic layers and extract with brine. Dry over MgSO4, filter, and concentrate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with ethyl acetate/hexane 1/1 to give methyl 2-methoxy-5-formylbenzoate: Rf=0.44 (silica gel, 1/1 ethyl acetate/hexane).

後処理

  1. temperatureHeat to reflux
  2. temperaturecool
  3. extractionextract five times with ethyl acetate
  4. extractionextract with brine
  5. dry with materialDry over MgSO4
  6. filtrationfilter
  7. concentrationconcentrate in vacuo
  8. customto give a residue

出典と根拠

ORDレコード
ord-57923cbd963f4056a16b308f279ef256
出典データセット
uspto-grants-2001_04
特許番号
US06211199B1

関連ノート

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