Potassium Carbonate → Ethyl 3-[4-(2-allylcyclohexylamino)phenyl]propionate

HRID 128318Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 128318
[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:4][CH:3]=1.CS(O[CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH:21]1[CH2:26][CH:27]=[CH2:28])(=O)=O.C(=O)([O-])[O-].[K+].[K+].CN(C)P(N(C)C)(N(C)C)=O>O>[CH2:26]([CH:21]1[CH2:22][CH2:23][CH2:24][CH2:25][CH:20]1[NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:13][CH:14]=1)[CH:27]=[CH2:28]

Komponenten

6

Edukt 4

HCID 11430Potassium CarbonateHCID 12679HexamethylphosphoramideHCID 10442595Ethyl 3-(4-aminophenyl)propanoateHCID 204988971-Methanesulfonyloxy-2-allylcyclohexane

Produkt 1

HCID 20498965Ethyl 3-[4-(2-allylcyclohexylamino)phenyl]propionate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 5.0 g. of ethyl 4-aminohydrocinnamate, 10.0 g. of 1-methanesulfonyloxy-2-allylcyclohexane (prepared by the method of Example 189), 4.2 g. of anhydrous powdered potassium carbonate and 40 ml. hexamethylphosphoramide is heated to 80 for 17 hours. The mixture is then cooled, diluted with water and extracted with ethyl ether. The ether extracts are washed with water, dried and evaporated. The residue is recrystallized from ethanol yielding the title compound as white crystals.

Aufarbeitung

  1. additionA mixture of 5.0 g
  2. temperatureThe mixture is then cooled
  3. extractionextracted with ethyl ether
  4. washThe ether extracts are washed with water
  5. customdried
  6. customevaporated
  7. customThe residue is recrystallized from ethanol yielding the title compound as white crystals

Quellen und Nachweise

ORD-Eintrag
ord-991296bcf9304292a33dfaab27bb379c
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04259352

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