Sulfuric Acid → 3,5,5-TRIMETHYL-3-(t-BUTYLPEROXY)CYCLOHEXANONE

HRID 127870

反応式

HRID 127870 の反応式
[O:1]=[C:2]1[CH2:9][C:6]([CH3:8])([CH3:7])[CH2:5][C:4]([CH3:10])=[CH:3]1.[C:11]([O:15][OH:16])([CH3:14])([CH3:13])[CH3:12].S(=O)(=O)(O)O>CCCCC>[CH3:10][C:4]1([O:16][O:15][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:5][C:6]([CH3:8])([CH3:7])[CH2:9][C:2](=[O:1])[CH2:3]1

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 6410tert-Butyl hydroperoxideHCID 6544Isophorone

生成物 1

HCID 205704733,5,5-TRIMETHYL-3-(t-BUTYLPEROXY)CYCLOHEXANONE

試薬・触媒・溶媒 1

HCID 8003Pentane溶媒

反応条件

温度
25 °C

実験手順

A reaction mixture of 6.9 g. (0.05 mole) of isophorone, 23.20 g. (0.2 mole) of dry 81% t-butyl hydroperoxide and 25 ml. of pentane was cooled to 10° C. and 5.70 g. of 77% sulfuric acid added slowly over 45 minutes. The reaction mixture was allowed to warm to 25° C. and stirred at 25° C. for five hours. The pentane solution of the product was washed with water, and sodium bisulfite solution and then dried over anhydrous magnesium sulfate. The product weighing 9.35 g., was obtained by stripping under reduced pressure (60.4% recovery). The infrared spectrum had a strong absorption in the 880 cm-1 region usually associated with t-butylperoxy groups. Iodometric assay showed the presence of active oxygen and the GLC scan of the product showed a large peak for the expected product.

後処理

  1. additionA reaction mixture of 6.9 g
  2. washThe pentane solution of the product was washed with water, and sodium bisulfite solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. custom, was obtained
  5. customa strong absorption in the 880 cm-1 region

出典と根拠

ORDレコード
ord-16f29cff6d4f4f8a9a9042c639518881
出典データセット
uspto-grants-1981_03
特許番号
US04257985

関連ノート

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