2-Chloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylideneacetic Acid → 2-Chloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylacetic Acid

HRID 67640

Reaktionsgleichung

Reaktionsgleichung von HRID 67640
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[C:6](=[CH:15][C:16]([OH:18])=[O:17])[C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH2:9][CH2:10][C:4]=2[CH:3]=1>C(O)C.[Na].[Hg]>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[CH:6]([CH2:15][C:16]([OH:18])=[O:17])[C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH2:9][CH2:10][C:4]=2[CH:3]=1

Komponenten

4

Edukt 1

HCID 538262432-Chloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylideneacetic Acid

Produkt 1

HCID 205274972-Chloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylacetic Acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9837419Sodium amalgamKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 2-chloro-10,11-dihydro-5H-dibenzo[a,d]-cyclohepten-5-ylideneacetic acid (23.5 g, described in Example 1) in ethanol (100 ml, hot) is added to 5% sodium amalgam (100 g). The mixture is stirred at 60°-70° C. for 3 hr and decanted. The solution is evaporated of half its original volume, acidified with conc. hydrochloric acid and extracted with chloroform. The organic extract is dried and evaporated. The residue is crystallized from diethyl ether-hexane to give the title compound as crystals, mp 142°-146° C.

Aufarbeitung

  1. customdecanted
  2. customThe solution is evaporated of half its original volume
  3. extractionextracted with chloroform
  4. extractionThe organic extract
  5. customis dried
  6. customevaporated
  7. customThe residue is crystallized from diethyl ether-hexane

Quellen und Nachweise

ORD-Eintrag
ord-c37440869afb46ca9a86a45406a02ba3
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04346090

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