Dimethyl Sulfoxide → HCID 12852222、化合物

HRID 1065526ノート

反応式

HRID 1065526 の反応式
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]2[CH:21]=[CH:20][C:13]([O:14][CH:15]([CH3:19])[C:16]([OH:18])=[O:17])=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.C(=O)(O)[O-].[Na+].C(Br)(C)(C)C.[CH3:34][S:35]([CH3:37])=O>C(OCC)(=O)C>[CH3:34][S:35][CH2:37][O:17][C:16](=[O:18])[CH:15]([O:14][C:13]1[CH:12]=[CH:11][C:10]([O:9][C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:22])([F:23])[F:1])=[CH:8][CH:7]=2)=[CH:21][CH:20]=1)[CH3:19]

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 10485t-Butyl bromideHCID 181206TrifopHCID 516892Sodium Bicarbonate

生成物 1

HCID 12852222HCID 12852222、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

100 g (0.03 mol) of 2-[p-[(α,α,α-trifluoro-p-tolyl)oxy]phenoxy]-propionic acid and 252 g (3.0 mol) of sodium bicarbonate are suspended in 2.5 liters of dimethyl sulphoxide and thereafter treated slowly with 336.5 ml (3.0 mol) of tert.butyl bromide. The mixture is stirred at room temperature overnight. The mixture, including the separated thick precipitate, is subsequently taken up in 5 liters of ethyl acetate. The ethyl acetate solution is washed twice with 1 liter of water, dried over sodium sulphate and evaporated. The residue is chromatographed on a 10-fold amount of silica gel with hexane/ethyl acetate (7:1) and the eluate is evaporated. There is obtained 2-[p-[(α,α,α-trifluoro-p-tolyl)oxy]phenoxy]-propionic acid [(methylthio)methyl]ester in the form of an oil.

後処理

  1. washThe ethyl acetate solution is washed twice with 1 liter of water
  2. dry with materialdried over sodium sulphate
  3. customevaporated
  4. customThe residue is chromatographed on a 10-fold amount of silica gel with hexane/ethyl acetate (7:1)
  5. customthe eluate is evaporated

出典と根拠

ORDレコード
ord-d8a0452934fe412f9dff6383791f9f12
出典データセット
uspto-grants-1982_05
特許番号
US04329488

反応ノート

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