Methanol → Bis(2,2,6,6-tetramethyl-4-piperidyl) succinate

HRID 1086259Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1086259
[OH:1][CH:2]1[CH2:7][C:6]([CH3:9])([CH3:8])[NH:5][C:4]([CH3:11])([CH3:10])[CH2:3]1.[C:12]([O:20][CH3:21])(=[O:19])[CH2:13][CH2:14][C:15](OC)=[O:16].[NH2-:22].[Li+].CO>C1(C)C(C)=CC=CC=1>[C:12]([O:20][CH:21]1[CH2:7][C:6]([CH3:9])([CH3:8])[NH:22][C:4]([CH3:11])([CH3:10])[CH2:3]1)(=[O:19])[CH2:13][CH2:14][C:15]([O:1][CH:2]1[CH2:3][C:4]([CH3:11])([CH3:10])[NH:5][C:6]([CH3:9])([CH3:8])[CH2:7]1)=[O:16]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 7820Dimethyl SuccinateHCID 24532Lithium amideHCID 754714-Hydroxy-2,2,6,6-tetramethylpiperidine

Produkt 1

HCID 93340Bis(2,2,6,6-tetramethyl-4-piperidyl) succinate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel2×

Versuchsvorschrift

322.3 g (2.05 mol) of 4-hydroxy-2,2,6,6-tetramethylpiperidine and 146.1 g (1 mol) of dimethyl succinate in 300 ml of xylene are heated to 80° C. 1.2 g of lithium amide are added to the reaction mixture at this temperature, and the temperature is raised to 120°-125° C. A mixture of methanol and xylene is then distilled off slowly under a slow stream of nitrogen. After approx. 10 hours virtually no more methanol distills off, which indicates the end of the transesterification. The contents of the flask are diluted with 500 ml of petroleum ether (boiling range 110°-140° C.) and are washed in the separating funnel while still warm (60°-70° C.) with three times 100 ml of water. The reaction product crystallizes from the organic phase on cooling as colourless crystals. The di-(2,2,6,6-tetramethyl-4-piperidinyl) succinate obtained melts at 118° C.

Aufarbeitung

  1. temperaturethe temperature is raised to 120°-125° C
  2. distillationis then distilled off slowly under a slow stream of nitrogen
  3. distillationAfter approx. 10 hours virtually no more methanol distills off
  4. additionThe contents of the flask are diluted with 500 ml of petroleum ether (boiling range 110°-140° C.)
  5. washare washed in the separating funnel
  6. temperaturewhile still warm (60°-70° C.) with three times 100 ml of water
  7. customThe reaction product crystallizes from the organic phase
  8. temperatureon cooling as colourless crystals

Quellen und Nachweise

ORD-Eintrag
ord-e2c57bcea7324b6b970ab5deb54a3144
Quelldatensatz
uspto-grants-1991_07
Patentnummer
US05028645

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