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Hydrogen Peroxide → 5-Tert-butyl-1-methanesulphinyl-2-methoxy-3-nitro-benzene

HRID 2360510
ノート
印刷プレビュー

反応式

HRID 2360510 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([N+:15]([O-:17])=[O:16])[C:8]([O:13][CH3:14])=[C:9]([S:11][CH3:12])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[OH:18]O>C(O)(C(F)(F)F)C(F)(F)F.O.S([O-])([O-])(=O)=S.[Na+].[Na+]>[C:1]([C:5]1[CH:6]=[C:7]([N+:15]([O-:17])=[O:16])[C:8]([O:13][CH3:14])=[C:9]([S:11]([CH3:12])=[O:18])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 784Hydrogen PeroxideHCID 584939295-Tert-butyl-2-methoxy-1-methylsulphanyl-3-nitro-benzene

生成物 1

HCID 584939515-Tert-butyl-1-methanesulphinyl-2-methoxy-3-nitro-benzene

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 135291,1,1,3,3,3-Hexafluoro-2-propanol溶媒HCID 24477
Sodium Thiosulfate
溶媒

実験手順

0.5 g of 5-tert-butyl-2-methoxy-1-methylsulphanyl-3-nitro-benzene are dissolved in 15 ml of 1,1,1,3,3,3-hexafluoroisopropanol, combined with 1.1 ml of a 9 M solution of hydrogen peroxide in water and stirred for 5 hours at ambient temperature. Then the mixture is cooled to 0° C. and diluted with 10% aqueous sodium thiosulphate solution. The mixture is extracted 3 times with ethyl acetate and the combined organic phases are washed with saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution. After drying with sodium sulphate the solvents are eliminated in vacuo and the residue is chromatographed on silica gel (petroleum ether/ethyl acetate 95:5).

後処理

  1. temperatureThen the mixture is cooled to 0° C.
  2. extractionThe mixture is extracted 3 times with ethyl acetate
  3. washthe combined organic phases are washed with saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution
  4. dry with materialAfter drying with sodium sulphate the solvents
  5. customthe residue is chromatographed on silica gel (petroleum ether/ethyl acetate 95:5)

出典と根拠

ORDレコード
ord-8b70f58496c54ef693dc81b511e552d2
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08686022B2

反応ノート

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