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Hydrogen Peroxide → HCID 86689979、化合物

HRID 1754047
ノート
印刷プレビュー

反応式

HRID 1754047 の反応式
[C:1]([O:4][CH:5]([CH2:19][CH2:20][S:21][CH3:22])[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:7])(=[O:3])[CH3:2].[OH:23]O>CO>[C:1]([O:4][CH:5]([CH2:19][CH2:20][S:21]([CH3:22])=[O:23])[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:7])(=[O:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 784Hydrogen PeroxideHCID 86689978HCID 86689978、化合物

生成物 1

HCID 86689979HCID 86689979、化合物収率 101.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 1-(decylamino)-4-(methylthio)-1-oxobutan-2-yl acetate (21.1 g, 63.4 mmol) in methanol (110 mL) at 0° C. was added hydrogen peroxide (30%, 19.43 mL, 190 mmol) and the ice bath was removed. The reaction was allowed to stir for 5.5 hr. The reaction was diluted with water (400 mL) and then extracted with EtOAc (200 mL) to give an emulsion which did not separate after 18 hrs. The emulsion was treated with brine (250 mL) and the layers separated. The aqueous layer was extracted with EtOAc (200 mL) and the combined organic layers were washed with 10% sodium bisulfite. The organic layer was dried over magnesium sulfate, filtered and evaporated to give an orange oil (22.4 g, 100%). m/z 348 (MH+).

後処理

  1. customthe ice bath was removed
  2. additionThe reaction was diluted with water (400 mL)
  3. extractionextracted with EtOAc (200 mL)
  4. customto give an emulsion which
  5. customdid not separate after 18 hrs
  6. additionThe emulsion was treated with brine (250 mL)
  7. customthe layers separated
  8. extractionThe aqueous layer was extracted with EtOAc (200 mL)
  9. washthe combined organic layers were washed with 10% sodium bisulfite
  10. dry with materialThe organic layer was dried over magnesium sulfate
  11. filtrationfiltered
  12. customevaporated

出典と根拠

ORDレコード
ord-4c230e8fc34e412ba17acd5f319ef036
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09169203B2

反応ノート

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