Hydrochloric Acid → 3-(Dimethylamino)-6-ethoxycarbonyl-1,2,3,4-tetrahydrocarbazole

HRID 128109

Reaktionsgleichung

Reaktionsgleichung von HRID 128109
[CH3:1][N:2]([CH3:10])[CH:3]1[CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1.[C:11]([C:14]1[CH:19]=[CH:18][C:17]([NH:20]N)=[CH:16][CH:15]=1)([OH:13])=[O:12].Cl.[CH2:23](O)[CH3:24]>>[CH3:1][N:2]([CH3:10])[CH:3]1[CH2:8][C:7]2[C:18]3[C:17](=[CH:16][CH:15]=[C:14]([C:11]([O:13][CH2:23][CH3:24])=[O:12])[CH:19]=3)[NH:20][C:6]=2[CH2:5][CH2:4]1

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 120894-Hydrazinobenzoic acidHCID 103745454-(Dimethylamino)cyclohexan-1-one

Produkt 1

HCID 128917863-(Dimethylamino)-6-ethoxycarbonyl-1,2,3,4-tetrahydrocarbazole

Versuchsvorschrift

A solution of 15.5 g. of 4-dimethylaminocyclohexanone and 15.2 g. of 4-carboxyphenylhydrazine in 200 ml. of 5-N hydrogen chloride in ethyl alcohol was refluxed for twenty-four hours and the reaction mixture was evaporated to dryness under reduced pressure. The residue was dissolved in water, the aqueous solution was made alkaline with dilute sodium hydroxide and extracted with methylene dichloride and the extract was evaporated to dryness under reduced pressure to give, after recrystallization from isopropyl alcohol, 17.8 g. of 3-(dimethylamino)-6-ethoxycarbonyl-1,2,3,4-tetrahydrocarbazole, m.p. 188°-190° C.

Aufarbeitung

  1. customthe reaction mixture was evaporated to dryness under reduced pressure
  2. dissolutionThe residue was dissolved in water
  3. extractionextracted with methylene dichloride
  4. customthe extract was evaporated to dryness under reduced pressure
  5. customto give
  6. customafter recrystallization from isopropyl alcohol, 17.8 g

Quellen und Nachweise

ORD-Eintrag
ord-5e282fb2fb874c389db8e03174248a7c
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04257952

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