Water → 2-Cyclopropanecarbonyl-7-methoxybenzofuran-4-carboxylic Acid 4-nitrophenyl Ester

HRID 1108311ノート

反応式

HRID 1108311 の反応式
[CH:1]1([C:4]([C:6]2[O:7][C:8]3[C:9](=[C:11]([C:17]([OH:19])=[O:18])[CH:12]=[CH:13][C:14]=3[O:15][CH3:16])[CH:10]=2)=[O:5])[CH2:3][CH2:2]1.[N+:20]([C:23]1[CH:28]=[CH:27][C:26](O)=[CH:25][CH:24]=1)([O-:22])=[O:21].Cl.CN(C)CCCN=C=NCC.O>ClCCl.CN(C)C1C=CN=CC=1>[N+:20]([C:23]1[CH:28]=[CH:27][C:26]([O:18][C:17]([C:11]2[CH:12]=[CH:13][C:14]([O:15][CH3:16])=[C:8]3[O:7][C:6]([C:4]([CH:1]4[CH2:2][CH2:3]4)=[O:5])=[CH:10][C:9]=23)=[O:19])=[CH:25][CH:24]=1)([O-:22])=[O:21]

参加物

7

反応物 4

HCID 962WaterHCID 9804-NitrophenolHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 187848532-Cyclopropanecarbonyl-7-methoxybenzofuran-4-carboxylic Acid

生成物 1

HCID 541277062-Cyclopropanecarbonyl-7-methoxybenzofuran-4-carboxylic Acid 4-nitrophenyl Ester収率 80.5%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

To a stirred suspension of 2-cyclopropanecarbonyl-7-methoxybenzofuran-4-carboxylic acid (0.50 g) in dichloromethane (30 ml) under an atmosphere of nitrogen was added 4-nitrophenol (0.29 g), 4-dimethylaminopyridine (20 mg) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.41 g). The reaction mixture was stirred at room temperature for 18 h. Water (30 ml) was added and the mixture extracted with dichloromethane (150 ml). The organic layer was separated, dried over magnesium sulfate, filtered and concentrated in vacuo. Purification by flash chromatography on silica eluting with 40% ethyl acetate in hexane afforded the title compound as a pale yellow solid (0.59 g).

後処理

  1. extractionthe mixture extracted with dichloromethane (150 ml)
  2. customThe organic layer was separated
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customPurification by flash chromatography on silica eluting with 40% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-0ffbe286285745c8822697759a08e46d
出典データセット
uspto-grants-2000_05
特許番号
US06066657

反応ノート

読み込み中…