Hydrochloric Acid → 6,7-dihydro-5H-dibenzo[a,c]-cyclohepten-4-carboxamide

HRID 1982620Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1982620
[CH:1]1[C:6]2[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[CH2:9][CH2:10][CH2:11][C:5]=2[C:4]([C:16]#[N:17])=[CH:3][CH:2]=1.Cl.C([OH:21])C>[OH-].[Na+]>[CH:1]1[C:6]2[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[CH2:9][CH2:10][CH2:11][C:5]=2[C:4]([C:16]([NH2:17])=[O:21])=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 132813406,7-dihydro-5H-dibenzo[a,c]cyclohepten-4-carbonitrile

Produkt 1

HCID 133912786,7-dihydro-5H-dibenzo[a,c]-cyclohepten-4-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

Under a dry nitrogen atmosphere a stirred mixture of 6,7-dihydro-5H-dibenzo[a,c]cyclohepten-4-carbonitrile (1.0 gram, 0.0045 mole) in ethanol (20 ml) and 10% aqueous sodium hydroxide (20 ml) was heated at reflux for two days. The mixture was cooled and poured into dilute hydrochloric acid (150 ml). The resulting mixture was extracted with five 100 ml portions of methylene chloride and the extracts combined. The combined extracts were washed with two 100 ml portions of water, dried over anhydrous magnesium sulfate and filtered. The solvent was removed from the filtrate by distillation under reduced pressure to leave 6,7-dihydro-5H-dibenzo[a,c]cyclohepten-4-carboxamide as a white solid (1.1 grams, mp>250°).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for two days
  3. temperatureThe mixture was cooled
  4. extractionThe resulting mixture was extracted with five 100 ml portions of methylene chloride
  5. washThe combined extracts were washed with two 100 ml portions of water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customThe solvent was removed from the filtrate by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a6e00892cbd64a2aadd21ad30add1fa5
Quelldatensatz
uspto-grants-1986_06
Patentnummer
US04596892

Notizen zur Reaktion

Wird geladen…