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

HRID 127870

반응식

HRID 127870 반응식
[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

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 6410tert-Butyl hydroperoxideHCID 6544Isophorone

생성물 1

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

시약·촉매·용매 1

HCID 8003Pentane용매

반응 조건

온도
25 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-16f29cff6d4f4f8a9a9042c639518881
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04257985

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