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Cumene → (Chloromethyl)(isopropylphenyl)(phenyl)sulfonium triflate

HRID 926958
ノート
印刷プレビュー

反応式

HRID 926958 の反応式
[C:1]1([S:7]([CH2:9][Cl:10])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:11]1([CH:17]([CH3:19])[CH3:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[F:20][C:21]([F:34])([F:33])[S:22]([O:25]S(C(F)(F)F)(=O)=O)(=[O:24])=[O:23]>C(OCC)C>[O-:25][S:22]([C:21]([F:34])([F:33])[F:20])(=[O:24])=[O:23].[Cl:10][CH2:9][S+:7]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[CH:17]([CH3:19])[CH3:18])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
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 7406CumeneHCID 67749Trifluoromethanesulfonic anhydrideHCID 81624Chloromethyl phenyl sulfoxide

生成物 1

HCID 86699374(Chloromethyl)(isopropylphenyl)(phenyl)sulfonium triflate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

Chloromethyl phenyl sulfoxide (170 mg, 1.1 mmol) of example 21 was dissolved in dry diethyl ether (5 mL) under an argon atmosphere. Cumene (145 mg, 1.1 eq) was added to the previous solution and the mixture was cooled to a temperature below −60° C. After stabilizing the temperature, trifluoromethanesulfonic anhydride (0.184 mL, 1 eq) was added slowly maintaining the same temperature. The mixture was stirred until the reaction was complete. The orange precipitated triflate salt was quickly filtered at −60° C. affording 0.399 g as orange viscous oil after heating at room temperature, which was a mixture by proton NMR.

後処理

  1. temperaturethe mixture was cooled to a temperature below −60° C
  2. additionwas added slowly
  3. temperaturemaintaining the same temperature
  4. customThe orange precipitated triflate salt
  5. filtrationwas quickly filtered at −60° C.
  6. customaffording 0.399 g as orange viscous oil

出典と根拠

ORDレコード
ord-7225fceb28cc423fa14a0d43ccb84cd2
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09290446B2

反応ノート

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