Sodium hydride → 6-chloro-2-methyl-3(2H)-benzofuranone

HRID 2399781ノート

反応式

HRID 2399781 の反応式
[Cl:1][C:2]1[CH:12]=[CH:11][C:5](C(OCC)=O)=[C:4]([O:13][CH:14]([C:16]([O:18]C)=O)[CH3:15])[CH:3]=1.[H-].[Na+]>O1CCCC1>[Cl:1][C:2]1[CH:12]=[CH:11][C:5]2[C:16](=[O:18])[CH:14]([CH3:15])[O:13][C:4]=2[CH:3]=1

参加物

4

反応物 2

HCID 24758Sodium hydrideHCID 19384699Ethyl 4-chloro-2-(1-(methoxycarbonyl)ethoxy)benzoate

生成物 1

HCID 193846886-chloro-2-methyl-3(2H)-benzofuranone収率 38.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of ethyl 4-chloro-2-(1-(methoxycarbonyl)ethoxy)benzoate (7.3 g) and 60% oil dispersion (1.5 g) of sodium hydride in tetrahydrofuran (70 ml) was heated at reflux for 30 minutes, and slowly cooled to room temperature. The reaction mixture was poured into ice-aqueous ammonium chloride and extracted with ether. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was subjected to chromatography on silica gel to give 6-chloro-2-methyl-3(2H)-benzofuranone (yield, 1.8 g).

後処理

  1. temperatureat reflux for 30 minutes
  2. additionThe reaction mixture was poured into ice-aqueous ammonium chloride
  3. extractionextracted with ether
  4. dry with materialThe extract was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-002630c4d8a744178ec7dd85c9f1a245
出典データセット
uspto-grants-1995_09
特許番号
US05451607

反応ノート

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