Sodium Chloride → Di-(1-nonyloxy-2,2,6,6-tetramethylpiperidin-4-yl) Sebacate

HRID 1650038

반응식

HRID 1650038 반응식
[C:1]([O:5]O)([CH3:4])(C)C.[Cl-].[Na+].[C:9]([O:32][CH:33]1[CH2:38][C:37]([CH3:40])([CH3:39])[NH:36][C:35]([CH3:42])([CH3:41])[CH2:34]1)(=[O:31])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH:21]1[CH2:26][C:25]([CH3:28])([CH3:27])[NH:24][C:23]([CH3:30])([CH3:29])[CH2:22]1)=[O:19].[O-:43]O.[CH3:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53].[CH3:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60]CC>>[C:9]([O:32][CH:33]1[CH2:38][C:37]([CH3:40])([CH3:39])[N:36]([O:5][CH2:1][CH2:4][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH3:60])[C:35]([CH3:42])([CH3:41])[CH2:34]1)(=[O:31])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH:21]1[CH2:26][C:25]([CH3:27])([CH3:28])[N:24]([O:43][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53])[C:23]([CH3:29])([CH3:30])[CH2:22]1)=[O:19]

참가 물질

6

반응물 5

HCID 5234Sodium ChlorideHCID 6410tert-Butyl hydroperoxideHCID 8141Nonane2회HCID 164282Tinuvin 770HCID 86743892Hydroperoxide nonane

생성물 1

HCID 53886802Di-(1-nonyloxy-2,2,6,6-tetramethylpiperidin-4-yl) Sebacate수율 27%

실험 절차

A 2-phase mixture of 85.7 g (0.666 mol) of 70% aqueous tert-butyl hydroperoxide, 150 ml of n-nonane and 10 g of sodium chloride is agitated in a separatory funnel. The organic layer is dried over anhydrous magnesium sulfate. The magnesium sulfate is removed by filtration and then washed rinsed with 50 ml of n-nonane. The nonane rinse solution is then added to the original filtrate. A mixture of 40.0 g (0.083 mol) of bis-(2,2,6,6-tetramethylpiperidin-4-yl) sebacate, the combined hydroperoxide-nonane solution and an additional 50 ml of nonane is heated at reflux in a nitrogen atmosphere for 18 hours. The reaction mixture is still red at the end of this period. The nonane solvent is evaporated under reduced pressure and the residue is purified by chromatography (Waters Prep 500A HPLC, 29:1, heptane:ethyl acetate) to obtain 17.2 g (27% yield) of the title compound as a clear, colorless oil.

후처리

  1. dry with materialThe organic layer is dried over anhydrous magnesium sulfate
  2. customThe magnesium sulfate is removed by filtration
  3. washwashed
  4. washrinsed with 50 ml of n-nonane
  5. washThe nonane rinse solution
  6. additionis then added to the original filtrate
  7. temperatureat reflux in a nitrogen atmosphere for 18 hours
  8. customThe nonane solvent is evaporated under reduced pressure
  9. customthe residue is purified by chromatography (Waters Prep 500A HPLC, 29:1, heptane:ethyl acetate)

출처 및 근거

ORD 기록
ord-867867c74c45402da44ab61ee2451a9f
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04921962

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