4-Acetamido-1-cyclohexyloxy-2,2,6,6-tetramethylpiperidine → 4-Amino-1-cyclohexyloxy-2,2,6,6-tetramethylpiperidine

HRID 1590947Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1590947
C([NH:4][CH:5]1[CH2:10][C:9]([CH3:12])([CH3:11])[N:8]([O:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[C:7]([CH3:21])([CH3:20])[CH2:6]1)(=O)C>O.Cl>[NH2:4][CH:5]1[CH2:10][C:9]([CH3:11])([CH3:12])[N:8]([O:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[C:7]([CH3:21])([CH3:20])[CH2:6]1

Komponenten

4

Edukt 1

HCID 233721204-Acetamido-1-cyclohexyloxy-2,2,6,6-tetramethylpiperidine

Produkt 1

HCID 222779844-Amino-1-cyclohexyloxy-2,2,6,6-tetramethylpiperidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 5.0 g of the acetamide from Example 47 in 7.5 ml of water and 7.5 ml of conc. hydrochloric acid is heated at reflux for 10 hours. The reaction mixture is then quenched with saturated sodium carbonate and extracted with ethyl acetate. The combined organic extracts are washed with water, brine, dried (MgSO4) and evaporated to leave a light brown oil. Distillation (Kugelrohr, 140° C. @ 1.5 mm) affords the title compound as a clear colorless oil.

Aufarbeitung

  1. temperatureat reflux for 10 hours
  2. customThe reaction mixture is then quenched with saturated sodium carbonate
  3. extractionextracted with ethyl acetate
  4. washThe combined organic extracts are washed with water, brine
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customto leave a light brown oil
  8. distillationDistillation (Kugelrohr, 140° C. @ 1.5 mm)

Quellen und Nachweise

ORD-Eintrag
ord-20400bae19bc435083a1307f1c5118eb
Quelldatensatz
uspto-grants-1993_04
Patentnummer
US05204473

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