Reaktion #80669

Reaktionsgleichung

toluene

4-hydroxy-2,2,6,6-tetramethylpiperidine

sodium hydroxide

→

2,2,6,6-tetramethyl-4-(2,3-epoxypropoxy)piperidine

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigefitted with mechanical stirrer, condenser
2. 2
   workup.ADDITION58.8 g (636 mmol) of epichlorohyrdin are added dropwise at 45° C
3. 3
   TemperaturThe reaction mixture is cooled to room temperature
4. 4
   Sonstigethe organic phase is separated off
5. 5
   Sonstigedried
6. 6
   Sonstigeevaporated on a rotary evaporator
7. 7
   workup.DISTILLATIONThe residue is distilled at 8×10-3 mmHg

Vorschrift

64.0 g of sodium hydroxide (1.6 mol) are dissolved in 64 ml of water under argon in a 750 ml sulfonation flask fitted with mechanical stirrer, condenser, thermometer and 100 ml dropping funnel. 170 ml of toluene, 10.3 g (31.8 mmol) of tetrabutylammonium bromide and 50 g (318 mmol) of 4-hydroxy-2,2,6,6-tetramethylpiperidine are added. 58.8 g (636 mmol) of epichlorohyrdin are added dropwise at 45° C. The mixture is then stirred at 50° C. for 4 hours. The reaction mixture is cooled to room temperature and poured into 1 l of ice water, and the organic phase is separated off, dried using sodium sulfate and evaporated on a rotary evaporator. The residue is distilled at 8×10-3 mmHg. Boiling point: 48° C., yield: 28 g (41%). GC: 98%.

Quelle