Ethyl Acetate → Methyl 3-methylsulfonyl-5-(pyrrol-1-yl)benzoate

HRID 399791ノート

反応式

HRID 399791 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([S:12]([CH3:15])(=[O:14])=[O:13])[CH:5]=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].CO[CH:18]1[CH2:22][CH2:21][CH:20](OC)O1.C(OCC)(=O)C.C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C.O>[CH3:15][S:12]([C:4]1[CH:5]=[C:6]([CH:11]=[C:2]([N:1]2[CH:18]=[CH:22][CH:21]=[CH:20]2)[CH:3]=1)[C:7]([O:9][CH3:10])=[O:8])(=[O:14])=[O:13]

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 790982,5-DimethoxytetrahydrofuranHCID 18945412Methyl 3-amino-5-(methylsulfonyl)benzoate

生成物 1

HCID 18945432Methyl 3-methylsulfonyl-5-(pyrrol-1-yl)benzoate

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

The mixture of methyl 5-amino-3-methylsulfonylbenzoate (1.5 g) and 2,5-dimethoxytetrahydrofuran (1.3 ml) in acetic acid (4.5 ml) was heated under reflux for 2 hours under stirring. After cooling, the mixture was poured into a mixture of ethyl acetate and water, and adjusted to pH 8 with 20% aqueous potassium carbonate solution. The separated organic layer was washed with brine and dried over magnesium sulfate. The solvent was removed by concentration and the residue was triturated with diisopropyl ether to give methyl 3-methylsulfonyl-5-(pyrrol-1-yl)benzoate (1.58 g).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. temperatureAfter cooling
  4. washThe separated organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was removed by concentration
  7. customthe residue was triturated with diisopropyl ether

出典と根拠

ORDレコード
ord-43600cd00ec94bc1aedc71ed6ce3b30a
出典データセット
uspto-grants-1998_10
特許番号
US05824691

反応ノート

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