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Water → 4-(2,3-Pentadienyloxy)benzenesulfonyl Chloride

HRID 1180540
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HRID 1180540 반응식
[Na+].[CH2:2]([O:7][C:8]1[CH:13]=[CH:12][C:11]([S:14]([O-:17])(=O)=[O:15])=[CH:10][CH:9]=1)[CH:3]=[C:4]=[CH:5][CH3:6].P(Cl)(Cl)([Cl:20])=O.O>C(#N)C.S1(CCCC1)(=O)=O>[CH2:2]([O:7][C:8]1[CH:13]=[CH:12][C:11]([S:14]([Cl:20])(=[O:17])=[O:15])=[CH:10][CH:9]=1)[CH:3]=[C:4]=[CH:5][CH3:6]
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참가 물질

6

반응물 3

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 589789204-(2,3-Pentadienyloxy)benzenesulfonic acid sodium salt

생성물 1

HCID 858262484-(2,3-Pentadienyloxy)benzenesulfonyl Chloride수율 65%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 31347
Sulfolane
용매

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온도
62.5 °C

실험 절차

To a suspension of product from Example 9 (740 mg, 2.48 mmol) in acetonitrile (2 ml) and sulfolane (2 ml) was added phosphoryl chloride (0.9 ml, 9.93 mmol) and the resulting mixture was heated at 60-65° C. for 2 hours. The mixture was cooled in ice and cold water was added, dropwise, while stirring was continued for an additional 15 minutes. The reaction mixture was extracted with ethyl acetate and the organic layer was dried over anhydrous sodium sulfate. The crude residue was purified by flash chomatography to give 415 mg (65%) of the product.

후처리

  1. temperatureThe mixture was cooled in ice
  2. extractionThe reaction mixture was extracted with ethyl acetate
  3. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  4. customThe crude residue was purified by flash chomatography

출처 및 근거

ORD 기록
ord-947ebdadbf294031b895a0cedabb3092
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07282496B2

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