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

HRID 1646991ノート

反応式

HRID 1646991 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-a19b54bb239a4dd093ae862319d1b5ea
出典データセット
uspto-grants-1993_01
特許番号
US05182303

反応ノート

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