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

HRID 2399781노트

반응식

HRID 2399781 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-002630c4d8a744178ec7dd85c9f1a245
출처 데이터셋
uspto-grants-1995_09
특허 번호
US05451607

반응 노트

불러오는 중…