Methyl iodide → Methyl 5-formyl-2-methoxybenzoate

HRID 323405

반응식

HRID 323405 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 10856352Methyl 5-formyl-2-methoxybenzoate

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-57923cbd963f4056a16b308f279ef256
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211199B1

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