Water → Methyl 5-methanesulfonyl-2-methyl-4-(4-pentafluorosulfanylphenyl-sulfanyl)benzoate

HRID 130625ノート

反応式

HRID 130625 の反応式
[F:1][S:2]([F:13])([F:12])([F:11])([F:10])[C:3]1[CH:8]=[CH:7][C:6]([SH:9])=[CH:5][CH:4]=1.Br[C:15]1[C:24]([S:25]([CH3:28])(=[O:27])=[O:26])=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[C:17]([CH3:29])[CH:16]=1.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[CH3:28][S:25]([C:24]1[C:15]([S:9][C:6]2[CH:7]=[CH:8][C:3]([S:2]([F:10])([F:11])([F:12])([F:13])[F:1])=[CH:4][CH:5]=2)=[CH:16][C:17]([CH3:29])=[C:18]([CH:23]=1)[C:19]([O:21][CH3:22])=[O:20])(=[O:26])=[O:27]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 10590825Methyl 4-bromo-5-methanesulfonyl-2-methylbenzoateHCID 597310544-(Pentafluorothio)thiophenol

生成物 1

HCID 59731053Methyl 5-methanesulfonyl-2-methyl-4-(4-pentafluorosulfanylphenyl-sulfanyl)benzoate収率 59%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

0.28 g of 4-pentafluorosulfanylthiophenol, 0.36 g of methyl 4-bromo-5-methanesulfonyl-2-methylbenzoate and 0.33 g of K2CO3 were dissolved in 8 ml of anhydrous DMF and stirred at 110° C. for 2 h. The reaction mixture was then poured into 100 ml of water and extracted twice with 100 ml of EA each time. The EA phase was then washed twice with 30 ml of water each time. The residue after drying over MgSO4 and removal of the solvent in vacuo was chromatographed on silica gel with CH2Cl2/DIP 1:2. 320 mg of a colorless foam were obtained.

後処理

  1. extractionextracted twice with 100 ml of EA each time
  2. washThe EA phase was then washed twice with 30 ml of water each time
  3. dry with materialThe residue after drying over MgSO4 and removal of the solvent in vacuo
  4. customwas chromatographed on silica gel with CH2Cl2/DIP 1:2

出典と根拠

ORDレコード
ord-e7a78f8d62b145269a17f5d94607ec92
出典データセット
uspto-grants-2008_06
特許番号
US07381841B2

反応ノート

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