4-Iodophenol → Methyl 2-(4-iodophenoxy)acetate

HRID 343568노트

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HRID 343568 반응식
[I:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.Br[CH2:10][C:11]([O:13][CH3:14])=[O:12].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:14][O:13][C:11](=[O:12])[CH2:10][O:8][C:5]1[CH:6]=[CH:7][C:2]([I:1])=[CH:3][CH:4]=1

참가 물질

5

반응물 3

HCID 108944-IodophenolHCID 11430Potassium CarbonateHCID 60984Methyl bromoacetate

생성물 1

HCID 6457537Methyl 2-(4-iodophenoxy)acetate수율 62%

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
70 °C

실험 절차

A stirred mixture of 4-iodophenol (0.50 g, 2.27 mmol), methyl 2-bromoacetate (0.382 g, 2.50 mmol), and powdered potassium carbonate (0.314 g, 2.27 mmol) in dry acetone under argon was sealed and heated at 70° C. for 4 hr. The cooled mixture was filtered, and the filtrate was evaporated in vacuo. The residue was purified by chromatography (silica, 40 to 50% methylene chloride in cyclohexane) and the solvent was removed in vacuo to afford the titled intermediate as a white solid (0.41 g, 62%), mp 69°-70° C.

후처리

  1. customwas sealed
  2. filtrationThe cooled mixture was filtered
  3. customthe filtrate was evaporated in vacuo
  4. customThe residue was purified by chromatography (silica, 40 to 50% methylene chloride in cyclohexane)
  5. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-b73b013a9cba4ca0b02958c4539764c7
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05861421

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