Sodium Chloride → Bis(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) succinate

HRID 1650031

反応式

HRID 1650031 の反応式
[C:1]([O:5]O)([CH3:4])([CH3:3])C.[Cl-].[Na+].[C:9]([O:26][CH:27]1[CH2:32][C:31]([CH3:34])([CH3:33])[NH:30][C:29]([CH3:36])([CH3:35])[CH2:28]1)(=[O:25])[CH2:10][CH2:11][C:12]([O:14][CH:15]1[CH2:20][C:19]([CH3:22])([CH3:21])[NH:18][C:17]([CH3:24])([CH3:23])[CH2:16]1)=[O:13]>[Mo](=O)(=O)=O.C1CCCCC1>[C:9]([O:26][CH:27]1[CH2:32][C:31]([CH3:34])([CH3:33])[N:30]([O:5][CH:1]2[CH2:4][CH2:20][CH2:15][CH2:16][CH2:3]2)[C:29]([CH3:36])([CH3:35])[CH2:28]1)(=[O:25])[CH2:10][CH2:11][C:12]([O:14][CH:15]1[CH2:16][C:17]([CH3:24])([CH3:23])[N:18]([O:5][CH:1]2[CH2:4][CH2:11][CH2:10][CH2:9][CH2:3]2)[C:19]([CH3:22])([CH3:21])[CH2:20]1)=[O:13]

参加物

6

反応物 3

HCID 5234Sodium ChlorideHCID 6410tert-Butyl hydroperoxide2 回HCID 93340Bis(2,2,6,6-tetramethyl-4-piperidyl) succinate

生成物 1

HCID 21026400Bis(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) succinate収率 137.6%

試薬・触媒・溶媒 2

HCID 14802Molybdenum trioxide触媒HCID 8078Cyclohexane溶媒

反応条件

温度
140 °C

実験手順

A two-phase mixture of 70% aqueous t-butyl hydroperoxide (103.9 g, 807 mmol), cyclohexane (200 ml) and sodium chloride (15 g) is shaken in a separatory funnel. The organic phase is dried over magnesium sulfate, filtered, and added to 40.0 g (101 mmol) of di-(2,2,6,6-tetramethylpiperidin-4-yl) succinate. Molybdenum trioxide (2.0 g) is added, and the mixture is refluxed for one hour. Water is collected in a Dean-Stark trap. The entire reaction mixture is then transferred to a Fischer-Porter bottle and heated at 140° C. for 6 hours. Additional t-butyl hydroperoxide (90%, 10.1 g, 101 mmol) is added and heating is resumed for another 4 hours. The colorless reaction mixture is filtered, concentrated, and dissolved in heptane (200 ml). The heptane solution is passed through a short column of silica gel with heptane. Subsequent evaporation affords an oil which is crystallized from ethanol to yield 41.2 g (69%) of a white powder, m.p. 122°-6° C.

後処理

  1. dry with materialThe organic phase is dried over magnesium sulfate
  2. filtrationfiltered
  3. temperaturethe mixture is refluxed for one hour
  4. customWater is collected in a Dean-Stark trap
  5. customThe entire reaction mixture
  6. temperatureheating
  7. filtrationThe colorless reaction mixture is filtered
  8. concentrationconcentrated
  9. dissolutiondissolved in heptane (200 ml)
  10. customSubsequent evaporation
  11. customaffords an oil which
  12. customis crystallized from ethanol

出典と根拠

ORDレコード
ord-d3912e21d51f4a29badcf37cec627249
出典データセット
uspto-grants-1990_05
特許番号
US04921962

関連ノート

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