Methanesulfonic Acid → 3,5,5-Trimethyl-3-(t-butylperoxy) cyclohexanol

HRID 1764170

反応式

HRID 1764170 の反応式
[CH3:1][C:2]1([O:11][O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=[O:10])[CH2:3]1.CS(O)(=O)=O.[H][H]>[Pt].CCOCC>[CH3:1][C:2]1([O:11][O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:7][C:6]([CH3:8])([CH3:9])[CH2:5][CH:4]([OH:10])[CH2:3]1

参加物

6

反応物 3

HCID 6395Methanesulfonic AcidHCID 205704733,5,5-TRIMETHYL-3-(t-BUTYLPEROXY)CYCLOHEXANONEHCID 178418361HCID 178418361、化合物

生成物 1

HCID 203067983,5,5-Trimethyl-3-(t-butylperoxy) cyclohexanol

試薬・触媒・溶媒 2

HCID 23939Platinum触媒HCID 3283Diethyl Ether溶媒

実験手順

The catalytic hydrogenation of 3,5,5-trimethyl-3-(t-butylperoxy)-cyclohexanone, 10.0 g. (0.045 mole), was carried out in a Parr Hydrogenation Apparatus using 1.0 g. 5% Platinum on carbon catalyst and in the presence of 50 ml. of 10% methanesulfonic acid solution. The hydrogenation at 60 p.s.i.g. hydrogen pressure was started at 0° C. and the temperature allowed to rise to 21° C. After 2 1/2 hours, the reaction was stopped, the product taken up in ether, the etheral solution washed to neutrality with water, dried over anhydrous magnesium sulfate and the ether removed under reduced pressure. Examination of the IR spectrum of the product showed that some of the desired product had been obtained as evidenced by the hydroxyl absorption band while some unreduced carbonyl was still present. Further catalytic hydrogenation at 35° C. for 18 hours caused a further increase in hydroxyl absorption band and reduction of the carbonyl absorption band.

後処理

  1. customwas started at 0° C.
  2. customto rise to 21° C
  3. customAfter 2 1/2 hours
  4. washthe etheral solution washed
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe ether removed under reduced pressure
  7. customhad been obtained
  8. customas evidenced by the hydroxyl absorption band while some unreduced carbonyl
  9. temperaturea further increase in hydroxyl
  10. customabsorption band and reduction of the carbonyl absorption band

出典と根拠

ORDレコード
ord-36143b888cef4e3a95fe33787ddc8c89
出典データセット
uspto-grants-1978_09
特許番号
US04115455

関連ノート

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