tert-Butyl hydroperoxide → Di-(1-heptyloxy-2,2,6,6-tetramethylpiperidin-4-yl) Sebacate

HRID 1590927

반응식

HRID 1590927 반응식
[C:1]([O:24][CH:25]1[CH2:30][C:29]([CH3:32])([CH3:31])[NH:28][C:27]([CH3:34])([CH3:33])[CH2:26]1)(=[O:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH:13]1[CH2:18][C:17]([CH3:20])([CH3:19])[NH:16][C:15]([CH3:22])([CH3:21])[CH2:14]1)=[O:11].[C:35]([O:39]O)([CH3:38])(C)C>[Mo](=O)(=O)=O.CCCCCCC>[C:1]([O:24][CH:25]1[CH2:30][C:29]([CH3:32])([CH3:31])[N:28]([O:39][CH2:35][CH2:38][CH2:17][CH2:18][CH2:13][CH2:14][CH3:15])[C:27]([CH3:34])([CH3:33])[CH2:26]1)(=[O:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH:13]1[CH2:18][C:17]([CH3:19])([CH3:20])[N:16]([O:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH3:4])[C:15]([CH3:21])([CH3:22])[CH2:14]1)=[O:11]

참가 물질

5

반응물 2

HCID 6410tert-Butyl hydroperoxide2회HCID 164282Tinuvin 770

생성물 1

HCID 50943158Di-(1-heptyloxy-2,2,6,6-tetramethylpiperidin-4-yl) Sebacate수율 72%

시약·촉매·용매 2

HCID 14802Molybdenum trioxide촉매HCID 8900Heptane용매

반응 조건

온도
140 °C

실험 절차

A mixture of 35.0 g (72.8 mmol) of di-(2,2,6,6-tetramethylpiperidin-4-yl) sebacate, 58.3 (582 mmol) of 90% aqueous t-butyl hydroperoxide, 2.0 g of molybdenum trioxide, and 250 ml of heptane is heated at 140° C. in a Fischer-Porter bottle. The pressure is maintained at 40-50 psi by occasional venting. Heating is discontinued after 7 hours. An additional portion (20.0 g) of 90% t-butyl hydroperoxide is added and the reaction mixture is heated for one hour at 140° C. The reaction is nearly colorless by this time. The reaction mixture is cooled and filtered to remove the catalyst. The organic phase is separated, dried over magnesium sulfate, and concentrated to 100 ml total volume. This solution is passed through silica gel with heptane as the eluent. The filtrate is evaporated to yield 36.9 g (72% yield) of the title compound, a nearly colorless oil.

후처리

  1. temperatureThe pressure is maintained at 40-50 psi by occasional venting
  2. temperatureHeating
  3. temperaturethe reaction mixture is heated for one hour at 140° C
  4. temperatureThe reaction mixture is cooled
  5. filtrationfiltered
  6. customto remove the catalyst
  7. customThe organic phase is separated
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated to 100 ml total volume
  10. customThe filtrate is evaporated

출처 및 근거

ORD 기록
ord-b4149a4b889d4dcfafbfd69d2eba3c37
출처 데이터셋
uspto-grants-1993_04
특허 번호
US05204473

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