Hydrogen Peroxide → 1-Cyclohexyloxy-2,2,6,6-tetramethyl-piperidin-4-ol

HRID 133661

反応式

HRID 133661 の反応式
[OH:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH:5]([OH:10])[CH2:4][C:3]1([CH3:12])[CH3:11].S(=O)(=O)(O)O.O.OO.[CH2:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>[Cu].C(#N)C>[CH:21]1([O:1][N:2]2[C:7]([CH3:8])([CH3:9])[CH2:6][CH:5]([OH:10])[CH2:4][C:3]2([CH3:12])[CH3:11])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

参加物

8

反応物 5

HCID 784Hydrogen PeroxideHCID 962WaterHCID 1118Sulfuric Acid2 回HCID 53951,4-Dihydroxy-2,2,6,6-tetramethylpiperidineHCID 8078Cyclohexane

生成物 1

HCID 113228111-Cyclohexyloxy-2,2,6,6-tetramethyl-piperidin-4-ol収率 70%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 6342Acetonitrile溶媒

実験手順

Copper powder (0.060 g, 0.944 mmol) is added to a mixture of 5.00 g (29.0 mmol) of 1-oxyl-2,2,6,6-tetramethylpiperidin-4-ol, 44 ml of acetonitrile, and 30 ml of cyclohexane that has been heated to 40 degrees. A portion of a solution of 0.457 g of concentrated sulfuric acid in 3 mol of water is carefully added to the reaction mixture after the mixture is brought to reflux. To the refluxing reaction mixture is added dropwise over 2.5 hours a solution of 7.32 g (108 mmol) of 50% aqueous hydrogen peroxide. The remainder of the sulfuric acid solution is carefully added in portions to the reaction mixture during the first 15 minutes of the peroxide addition. After work up and purification according to the procedure of Example 54, the yield of the title compound is 5.22 g (70% yield), GC assay 94%.

後処理

  1. temperaturehas been heated to 40 degrees
  2. temperatureto reflux
  3. customTo the refluxing reaction mixture
  4. customAfter work up and purification

出典と根拠

ORDレコード
ord-80978fdb37144aa891b7f4777b60ed4c
出典データセット
uspto-grants-2008_06
特許番号
US07390904B2

関連ノート

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