Water → Ethyl 5-chloro-3-hydroxy-1-benzofuran-2-carboxylate

HRID 259282ノート

反応式

HRID 259282 の反応式
[CH2:1]([O:3][C:4](=[O:19])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=1[C:14](OCC)=[O:15])[CH3:2].O>C(O)C>[C:4]([C:5]1[O:6][C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=2[C:14]=1[OH:15])([O:3][CH2:1][CH3:2])=[O:19]

参加物

4

反応物 2

HCID 962WaterHCID 306038Ethyl 5-chloro-2-(ethoxycarbonylmethoxy)benzoate

生成物 1

HCID 54723611Ethyl 5-chloro-3-hydroxy-1-benzofuran-2-carboxylate収率 87.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

12.3 g (0.11 mol) of potassium tert.-butylate were added in portions to a solution of 28.6 g (0.1 mol) of (2-carbethoxy-4-chlorophenoxy)-acetic acid ethyl ester in 50 ml of ethanol. The batch was warmed to 80° C. for 2 hours and was then cooled, and the reaction mixture was poured into 200 ml of water. The aqueous solution was first extracted with methylene chloride (to remove neutral impurities) and was then acidified with hydrochloric acid while cooling with ice. The acid solution was repeatedly extracted with methylene chloride. The combined organic extracts were dried over sodium sulfate and then concentrated. 21 g (87.5% of theory) of 2-carbethoxy-5-chloro-3-hydroxy-benzofuran were obtained in the form of colorless crystals of melting point 100°-102° C.

後処理

  1. temperaturewas then cooled
  2. extractionThe aqueous solution was first extracted with methylene chloride (to remove neutral impurities)
  3. temperaturewhile cooling with ice
  4. extractionThe acid solution was repeatedly extracted with methylene chloride
  5. dry with materialThe combined organic extracts were dried over sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-a0bbd08f1b1e4277a113f9d21037b34d
出典データセット
uspto-grants-1977_07
特許番号
US04036982

反応ノート

読み込み中…