Epichlorohydrin → 4-(2,3-Epoxypropoxy)-1-octyloxy-2,2,6,6-tetramethylpiperidine

HRID 52390노트

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HRID 52390 반응식
[OH-].[Na+].[CH2:3]([O:11][N:12]1[C:17]([CH3:19])([CH3:18])[CH2:16][CH:15]([OH:20])[CH2:14][C:13]1([CH3:22])[CH3:21])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH2:23]([CH:25]1[O:27][CH2:26]1)Cl.C(=O)(O)[O-].[Na+]>O.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:3]([O:11][N:12]1[C:17]([CH3:19])([CH3:18])[CH2:16][CH:15]([O:20][CH2:23][CH:25]2[O:27][CH2:26]2)[CH2:14][C:13]1([CH3:21])[CH3:22])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

참가 물질

7

반응물 4

HCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 113466831-Octyloxy-2,2,6,6-tetramethylpiperidin-4-ol2회

생성물 1

HCID 539867304-(2,3-Epoxypropoxy)-1-octyloxy-2,2,6,6-tetramethylpiperidine

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 962Water용매

반응 조건

온도
30 °C

실험 절차

100 g (2.5 mol) of sodium hydroxide are dissolved in 100 ml of water in a 750 ml sulfonation flask fitted with mechanical stirrer, thermometer, dropping funnel and condenser. 71.9 g (0.25 mol) of 1-octyloxy-2,2,6,6-tetramethyl-4-hydroxypiperidine and 16.1 g (0.05 mol) of tetrabutylammonium bromide are added at 20° C. The mixture is warmed to 30° C. with vigorous stirring. A solution of 277.5 g (3 mol) of epichlorohydrin and 71.9 g (0.25 mol) of 1-octyloxy-2,2,6,6-tetramethyl-4-hydroxypiperidine is then added dropwise at 35° C. over the course of 75 minutes. The reaction solution is stirred at room temperature for 16 hours and poured onto 1 kg of ice and 100 g of sodium bicarbonate. The organic phase is separated off. The water phase is extracted with ethyl acetate. The two organic phases are washed with sodium chloride-saturated water, dried over sodium sulfate and evaporated on a Rotavap.

후처리

  1. customfitted with mechanical stirrer
  2. customThe organic phase is separated off
  3. extractionThe water phase is extracted with ethyl acetate
  4. washThe two organic phases are washed with sodium chloride-saturated water
  5. dry with materialdried over sodium sulfate
  6. customevaporated on a Rotavap

출처 및 근거

ORD 기록
ord-cb646b4ed9e74716b41f57c77ae11bab
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616637

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