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Ethyl Acetate → 2-[4-(2-butyl-1-benzofuran-3-carbonyl)-2,6-diiodophenoxy]acetic acid

HRID 865676
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HRID 865676 반응식
[CH2:1]([C:5]1[O:6][C:7]2[CH:24]=[CH:23][CH:22]=[CH:21][C:8]=2[C:9]=1[C:10](=[O:20])[C:11]1[CH:16]=[C:15]([I:17])[C:14]([OH:18])=[C:13]([I:19])[CH:12]=1)[CH2:2][CH2:3][CH3:4].C(=O)([O-])[O-].[K+].[K+].C([O:33][C:34](=[O:36])[CH3:35])C>CC(C)=O>[CH2:1]([C:5]1[O:6][C:7]2[CH:24]=[CH:23][CH:22]=[CH:21][C:8]=2[C:9]=1[C:10](=[O:20])[C:11]1[CH:12]=[C:13]([I:19])[C:14]([O:18][CH2:35][C:34]([OH:36])=[O:33])=[C:15]([I:17])[CH:16]=1)[CH2:2][CH2:3][CH3:4]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 74769(2-Butylbenzofuran-3-yl) (4-hydroxy-3,5-diiodophenyl) ketone

생성물 1

HCID 108973252-[4-(2-butyl-1-benzofuran-3-carbonyl)-2,6-diiodophenoxy]acetic acid수율 49.7%

시약·촉매·용매 1

HCID 180Acetone용매

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온도
50 °C

실험 절차

A mixture of 2-n-butyl-3-(3,5-diiodo-4-hydroxybenzoyl)benzofuran 1.0 g (1.83 mmol) and potassiumcarbonate 0.56 g (4 mmol) in aceton (dry) 100 ml, α-brom ethylacetate 1.0 g (12 mmol) was added, and the solution was extracted with 100 ml water. The organic layer was evaporated to dryness and the yellow rest was dissolved in methanol 50 ml+1M NaOH 50 ml. The solution was heated to 50° C. for 15 h, extracted with 3×75 ml dichloromethane, and dried (MgSO4). Evaporating the solution and purification on silica gave 0.55 g (005).

후처리

  1. additionwas added
  2. extractionthe solution was extracted with 100 ml water
  3. customThe organic layer was evaporated to dryness
  4. dissolutionthe yellow rest was dissolved in methanol 50 ml+1M NaOH 50 ml
  5. extractionextracted with 3×75 ml dichloromethane
  6. dry with materialdried (MgSO4)
  7. customEvaporating
  8. customthe solution and purification on silica

출처 및 근거

ORD 기록
ord-e79bff3ba84b4b3fb60a857c21d246b8
출처 데이터셋
uspto-grants-1996_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05567728

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