Diethyl Ether → 6-chloro-2-methyl-3(2H)-benzofuranone

HRID 1646991노트

반응식

HRID 1646991 반응식
[Cl:1][C:2]1[CH:11]=[CH:10][C:5](C(OC)=O)=[C:4]([O:12][CH:13]([CH3:18])[C:14]([O:16]C)=O)[CH:3]=1.[H-].[Na+].[Cl-].[NH4+].CCOCC>O1CCCC1>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]2[C:14](=[O:16])[CH:13]([CH3:18])[O:12][C:4]=2[CH:3]=1

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 867465134-Chloro-2-(2-methoxy-1-methyl-2-oxoethoxy)benzoic acid, methyl ester

생성물 1

HCID 193846886-chloro-2-methyl-3(2H)-benzofuranone수율 44.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of the compound of Example 7, Step A, (6.7 g) and sodium hydride (60% in oil, 1.5 g) was heated to reflux in tetrahydrofuran (50 ml). It was then allowed to cool to room temperature over 1.5 hrs. The cooled mixture was treated with aqueous ammonium chloride solution and ether. The ether solution was dried over magnesium sulfate and then evaporated. The oil was subjected to chromatography on silica gel with hexanes/ethyl acetate (25:1) as the eluent. The desired product (1.99 g) was obtained as a low melting solid.

후처리

  1. temperaturewas heated
  2. dry with materialThe ether solution was dried over magnesium sulfate
  3. customevaporated

출처 및 근거

ORD 기록
ord-a19b54bb239a4dd093ae862319d1b5ea
출처 데이터셋
uspto-grants-1993_01
특허 번호
US05182303

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