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Diethyl Ether → HCID 46183783、化合物

HRID 2369442
ノート
印刷プレビュー

反応式

HRID 2369442 の反応式
[CH:1]1([C:4]#[C:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[S:12][C:13]([F:16])([F:15])[F:14])[CH2:3][CH2:2]1.C(Cl)Cl.[F:20][C:21]([F:27])([F:26])[S:22]([OH:25])(=[O:24])=[O:23].CCOCC>C(#N)C>[O-:25][S:22]([C:21]([F:27])([F:26])[F:20])(=[O:24])=[O:23].[CH:1]1([C:4]2[S+:12]([C:13]([F:16])([F:14])[F:15])[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=3[CH:5]=2)[CH2:3][CH2:2]1
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 4

HCID 3283Diethyl EtherHCID 6344DichloromethaneHCID 62406Trifluoromethanesulfonic acidHCID 69670549HCID 69670549、化合物

生成物 1

HCID 46183783HCID 46183783、化合物収率 80.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
-50 °C

実験手順

1-cyclopropylethynyl-2-trifluoromethylsulfanylbenzene (0.67 g, 2.77 mmol) prepared in Example 1 and anhydrous methylene chloride (5 ml) were charged into a 25-ml round-bottomed flask equipped with a stirrer, and cooled to −50° C. with stirring. To this mixture, trifluoromethanesulfonic acid (0.5 ml, 5.54 mmol) was added dropwise, and the solution was heated, and stirred at room temperature overnight. After completion of the reaction, a solvent was removed, ether (10 ml) was added to form a deposit, and the deposit was collected by filtration. The obtained crude product was dissolved in acetonitrile. After then, ether was added to form a precipitation, which was collected by filtration. This operation was repeated three times to purify the product. After the purification, target 2-cyclopropyl-1-trifluoromethylbenzo[b]thiophenyl triflate was obtained as a white solid (0.87 g, yield: 80%).

後処理

  1. customequipped with a stirrer
  2. temperaturethe solution was heated
  3. stirringstirred at room temperature overnight
  4. customAfter completion of the reaction
  5. customa solvent was removed
  6. additionether (10 ml) was added
  7. customto form a deposit
  8. filtrationthe deposit was collected by filtration
  9. customThe obtained crude product
  10. customto form
  11. customa precipitation, which
  12. filtrationwas collected by filtration
  13. customto purify the product
  14. customAfter the purification

出典と根拠

ORDレコード
ord-710358278c9542189755cf16997cab32
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08703969B2

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