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

HRID 399834

反応式

HRID 399834 の反応式
[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

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 6225Tetraethylammonium Iodide触媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
140 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0565baedab7543e2b053a14ace790971
出典データセット
uspto-grants-1998_10
特許番号
US05824691

関連ノート

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