Ethylene carbonate → Methyl 4-(2-hydroxyethoxy)-3-(pyrrol-1-yl)benzoate

HRID 399834

반응식

HRID 399834 반응식
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[N:12]1[CH:16]=[CH:15][CH:14]=[CH:13]1.O=C1O[CH2:21][CH2:20][O:19]1>[I-].C([N+](CC)(CC)CC)C.C(OCC)(=O)C.O1CCCC1>[OH:19][CH2:20][CH2:21][O:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[N:12]1[CH:16]=[CH:15][CH:14]=[CH:13]1

참가 물질

6

반응물 2

HCID 7303Ethylene carbonateHCID 18945287Methyl 4-hydroxy-3-(pyrrol-1-yl)benzoate

생성물 1

HCID 18945225Methyl 4-(2-hydroxyethoxy)-3-(pyrrol-1-yl)benzoate수율 69.3%

시약·촉매·용매 3

HCID 6225Tetraethylammonium Iodide촉매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

반응 조건

온도
140 °C

실험 절차

The mixture of methyl 4-hydroxy-3-(pyrrol-1-yl)benzoate (1.5 g), 2-oxo-1,3-dioxolane (0.61 g) and tetraethylammonium iodide (0.38 g) was heated at 140° C. for 3 hours. The resultant mixture was dissolved in the solution of ethyl acetate and tetrahydrofuran. The solution was washed with water and dried over magnesium sulfate. Evaporation of the solvent gave the residue, which was purified by column chromatography on silica gel eluting with the solution of chloroform and ethyl acetate (9:1, V/V). The eluted fractions containing the desired product were collected and evaporated in vacuo to give methyl 4-(2-hydroxyethoxy)-3-(pyrrol-1-yl)benzoate (1.25 g) as an oil.

후처리

  1. washThe solution was washed with water
  2. dry with materialdried over magnesium sulfate
  3. customEvaporation of the solvent
  4. customgave the residue, which
  5. customwas purified by column chromatography on silica gel eluting with the solution of chloroform and ethyl acetate (9:1, V/V)
  6. additionThe eluted fractions containing the desired product
  7. customwere collected
  8. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-0565baedab7543e2b053a14ace790971
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05824691

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