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

HRID 1180540
ノート
印刷プレビュー

反応式

HRID 1180540 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 31347Sulfolane
溶媒

反応条件

温度
62.5 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-947ebdadbf294031b895a0cedabb3092
出典データセット
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07282496B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート