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Hydrochloric Acid → 5-(4-Fluoro-phenylsulfonyl)-6-methoxy-2-methylsulfonylnaphthalene

HRID 1858002
ノート
印刷プレビュー

反応式

HRID 1858002 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[CH3:5][O:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([S:17]([CH3:20])(=[O:19])=[O:18])[CH:13]=2)[CH:8]=1.[F:21][C:22]1[CH:27]=[CH:26][C:25]([S:28](Cl)(=[O:30])=[O:29])=[CH:24][CH:23]=1.Cl>ClCCCl>[F:21][C:22]1[CH:27]=[CH:26][C:25]([S:28]([C:8]2[C:7]([O:6][CH3:5])=[CH:16][CH:15]=[C:14]3[C:9]=2[CH:10]=[CH:11][C:12]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13]3)(=[O:30])=[O:29])=[CH:24][CH:23]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 95884-Fluorobenzenesulfonyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 154346222-Methoxy-6-methylsulfonylnaphthalene

生成物 1

HCID 154346175-(4-Fluoro-phenylsulfonyl)-6-methoxy-2-methylsulfonylnaphthalene収率 16%

試薬・触媒・溶媒 1

HCID 11
1,2-Dichloroethane
溶媒

実験手順

Aluminum chloride (1.13 g, 8.46 mmol) was added to a solution of 2-methoxy-6-methylsulfonylnaphthalene (1.0 g, 4.2 mmol) [prepared as described in example 2 above], and 4-fluorobenzenesulfonyl chloride (1.65 g, 8.46 mmol) in 1,2 dichloroethane (40 ml). The reaction mixture was heated at reflux for 16 h, and then poured into 2N HCl and extracted into methylene chloride. The organic layer was separated, washed with water and brine, and dried over sodium sulfate. Purification by flash chromatography gave 0.1 g of 5-(4-fluoro-phenylsulfonyl)-6-methoxy-2-methylsulfonylnaphthalene as a solid (16% yield).

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 16 h
  3. extractionextracted into methylene chloride
  4. customThe organic layer was separated
  5. washwashed with water and brine
  6. dry with materialdried over sodium sulfate
  7. customPurification by flash chromatography

出典と根拠

ORDレコード
ord-3d2ab25218d44469b3b30b604329f0b8
出典データセット
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06150397

反応ノート

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