1,4-Dihydroxy-2,2,6,6-tetramethylpiperidine → 1-(Cyclooct-2-enyloxy)-2,2,6,6-tetramethyl-4-hydroxypiperidine

HRID 322802

Reaktionsgleichung

Reaktionsgleichung von HRID 322802
[OH:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH:5]([OH:10])[CH2:4][C:3]1([CH3:12])[CH3:11].[CH:13]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH:14]=1>>[CH:20]1([O:1][N:2]2[C:7]([CH3:8])([CH3:9])[CH2:6][CH:5]([OH:10])[CH2:4][C:3]2([CH3:12])[CH3:11])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH:14]=[CH:13]1

Komponenten

3

Edukt 2

HCID 53951,4-Dihydroxy-2,2,6,6-tetramethylpiperidineHCID 136091-Cyclooctene

Produkt 1

HCID 699053051-(Cyclooct-2-enyloxy)-2,2,6,6-tetramethyl-4-hydroxypiperidineAusbeute 36 %

Reaktionsbedingungen

Temperatur
87.5 °C

Versuchsvorschrift

A mixture of 15.0 g (0.09 mol) of 1-oxyl-4-hydroxy-2,2,6,6-tetramethylpiperidine and 126.6 g (1.15 mol) of cyclooctene is heated under a nitrogen atmosphere at 87-88° C. for 40 hours. The reaction mixture is filtered to remove 1,4-dihydroxy-2,2,6,6-tetramethylpiperidine, and the filtrate is washed with 5% ascorbic acid (2×50 mL) and distilled water (2×50 mL). The organic phase is dried over anhydrous magnesium sulfate and the volatiles removed in vacuo. The residue is crystallized from heptane to give 4.40 g (36% yield) of the title compound as a white solid.

Aufarbeitung

  1. filtrationThe reaction mixture is filtered
  2. customto remove 1,4-dihydroxy-2,2,6,6-tetramethylpiperidine
  3. washthe filtrate is washed with 5% ascorbic acid (2×50 mL)
  4. distillationdistilled water (2×50 mL)
  5. dry with materialThe organic phase is dried over anhydrous magnesium sulfate
  6. customthe volatiles removed in vacuo
  7. customThe residue is crystallized from heptane

Quellen und Nachweise

ORD-Eintrag
ord-0ca62645de064477b93f5fe01b344fe4
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211378B1

Verknüpfte Notizen

Wird geladen…