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

HRID 52390ノート

反応式

HRID 52390 の反応式
[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]

参加物

7

反応物 4

HCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 113466831-Octyloxy-2,2,6,6-tetramethylpiperidin-4-ol2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 962Water溶媒

反応条件

温度
30 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cb646b4ed9e74716b41f57c77ae11bab
出典データセット
uspto-grants-1997_04
特許番号
US05616637

反応ノート

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