Oxygen → Adamantanone

HRID 1857077

反応式

HRID 1857077 の反応式
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[OH:11]N1C(=O)C2=CC=CC=C2C1=O.S(=O)=O.O=O>[O-][V]([O-])([O-])=O.[Na+].[Na+].[Na+].C/C(/O)=C\C(C)=O.C/C(/O)=C\C(C)=O.O=[V].C(O)(=O)C>[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[C:2]1=[O:11])[CH2:8]2

参加物

8

実験手順

A mixture of 2 mmol of adamantane, 0.2 mmol of N-hydroxyphthalimide, 0.01 mmol of vanadyl acetylacetonato [VO(acac) 2 ], and 5 ml of acetic acid was stirred at 60° C. in a sulfur dioxide (SO2) (0.5 atm) and oxygen (0.5 atm) atmosphere for 1 hour. A gas chromatographic analysis of a reaction mixture revealed that the conversion rate of adamantane was 91% and that a trace amount of 2-adamantanone was formed. The reaction mixture was extracted with water, was neutralized with an aqueous sodium hydroxide solution, and was adjusted to weak acidity with hydrochloric acid. An aqueous benzyl isothiourea hydrochloride solution in large excess was then added to the mixture to separate S-benzyl thiuronium salt of 1-adamantanesulfonic acid. The yield of this compound was 32%.

出典と根拠

ORDレコード
ord-4471a22253394906bf076fdfba3146c1
出典データセット
uspto-grants-2000_11
特許番号
US06143924

関連ノート

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