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Hydrochloric Acid → 1-[3-(4-tert-Butylphenyl)-2-methylpropyl]-3,5-dimethylpiperidine

HRID 1733263
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1733263
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([CH3:15])[CH:13]=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:16][CH:17]1[CH2:22][CH:21]([CH3:23])[CH2:20][NH:19][CH2:18]1.O.Cl>C1(C)C=CC=CC=1.C(O)=O>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([CH3:15])[CH2:13][N:19]2[CH2:20][CH:21]([CH3:23])[CH2:22][CH:17]([CH3:16])[CH2:18]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 962Water2×HCID 1182593,5-DimethylpiperidineHCID 228987Lilial

Produkt 1

HCID 30511971-[3-(4-tert-Butylphenyl)-2-methylpropyl]-3,5-dimethylpiperidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 284
Formic Acid
Lösungsmittel
HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

67.8 g of 3-(p-tert.butyl-phenyl)-2-methyl-propionaldehyde and 50 g of 3,5-dimethyl-piperidine are heated at reflux in 50 ml of toluene in a water-separator under nitrogen gasification until the water-cleavage has been completed (16 hours). Subsequently, there are added dropwise at room temperature while stirring 16.8 g of formic acid, the temperature rising to 36°-40° C. The mixture is then heated to 80° C. for 1 hour. 165 ml of 2-N hydrochloric acid are added to the cooled solution, the toluene solution is separated, the aqueous-hydrochloric acid solution is made alkaline with 66 ml of 6-N sodium hydroxide and the product is extracted with ether. The combined ether extracts are washed with water, dried over sodium sulphate and evaporated. By distillation there is obtained pure 1-[3-(p-tert.butyl-phenyl)-2-methyl-propyl]-3,5-dimethyl-piperidine of boiling point 113°-114° C./0.09 Torr.

Aufarbeitung

  1. custom(16 hours)
  2. additionSubsequently, there are added dropwise at room temperature
  3. customrising to 36°-40° C
  4. customthe toluene solution is separated
  5. extractionthe product is extracted with ether
  6. washThe combined ether extracts are washed with water
  7. dry with materialdried over sodium sulphate
  8. customevaporated
  9. distillationBy distillation there

Quellen und Nachweise

ORD-Eintrag
ord-381fd634d7644d6bb09bb3ecafa09f83
Quelldatensatz
uspto-grants-1980_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04241058

Notizen zur Reaktion

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