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Triphenylphosphine → (E)-3-Methylbut-1-ene-1-sulfonyl chloride

HRID 333079
ノート
印刷プレビュー

反応式

HRID 333079 の反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[S:20]([Cl:24])(Cl)(=[O:22])=[O:21].[CH3:25][CH:26]([CH3:33])/[CH:27]=[CH:28]/S([O-])(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>ClCCl>[CH3:25][CH:26]([CH3:33])/[CH:27]=[CH:28]/[S:20]([Cl:24])(=[O:22])=[O:21]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11776TriphenylphosphineHCID 24648Sulfuryl chlorideHCID 13761984Tetrabutylammonium (E)-3-methylbut-1-ene-1-sulfonate

生成物 1

HCID 86691168(E)-3-Methylbut-1-ene-1-sulfonyl chloride収率 19%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of triphenylphosphine (1.055 g, 4.02 mmol) in dichloromethane (50 ml) under a nitrogen atmosphere was added at 0° C. sulfuryl dichloride (0.359 ml, 4.42 mmol). The mixture was stirred at 0° C. for 15 minutes after which a solution of tetrabutylammonium (E)-3-methylbut-1-ene-1-sulfonate (1.25 g of Step C) in dichloromethane (10 ml) was added dropwise. The reaction mixture was stirred at room temperature for 5 h after which the mixture was concentrated under reduced pressure. The residue was taken up in diethylether and filtered over a glass filter to remove triphenylphosphinoxide. The filtrate was concentrated under reduced pressure to yield 102 mg of a brown oil which was used directly in the next step.

後処理

  1. additionwas added dropwise
  2. concentrationwas concentrated under reduced pressure
  3. filtrationfiltered over a glass
  4. filtrationfilter
  5. customto remove triphenylphosphinoxide
  6. concentrationThe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-af8749051f324d00be2b35ca27fdb808
出典データセット
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08877934B2

反応ノート

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