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

HRID 1858002
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HRID 1858002 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 11
1,2-Dichloroethane
용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-3d2ab25218d44469b3b30b604329f0b8
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06150397

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