Hydrochloric Acid → 3'-Chloro-4'-octyloxy-4-biphenylcarboxylic acid

HRID 868473

Reaktionsgleichung

Reaktionsgleichung von HRID 868473
[Cl:1]N(Cl)S(C1C=CC(C)=CC=1)(=O)=O.Cl.[CH2:15]([O:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:35]=[CH:34][C:33]([C:36]([OH:38])=[O:37])=[CH:32][CH:31]=2)=[CH:26][CH:25]=1)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>C(O)(=O)C>[Cl:1][C:25]1[CH:26]=[C:27]([C:30]2[CH:35]=[CH:34][C:33]([C:36]([OH:38])=[O:37])=[CH:32][CH:31]=2)[CH:28]=[CH:29][C:24]=1[O:23][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 68056Dichloramine-T2×HCID 28025564'-(Octyloxy)-[1,1'-biphenyl]-4-carboxylic acid

Produkt 1

HCID 147941813'-Chloro-4'-octyloxy-4-biphenylcarboxylic acidAusbeute 128,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel3×

Versuchsvorschrift

N,N-dichloro-p-toluenesulfonamide (hereinafter abbreviated to "dichloramine T") (7.5 g, 0.032 mol) was dissolved in acetic acid (100 ml), followed by adding to the solution, hydrochloric acid (0.4 ml), dropwise adding to the acetic acid solution of dichloramine T, a solution of 4'-octyloxy-4-biphenycarboxylic acid (20 g, 0.063 mol) dissolved in acetic acid (100 ml), refluxing the mixture, allowing it to stand overnight, distilling off acetic acid and filtering off deposited crystals to obtain 3'-chloro-4'-octyloxy-4-biphenylcarboxylic acid (14.8 g) (C-Sc 146° C., Sc 'N' 224° C. and N'-I 232° C.).

Aufarbeitung

  1. temperaturerefluxing the mixture
  2. distillationdistilling off acetic acid
  3. filtrationfiltering off

Quellen und Nachweise

ORD-Eintrag
ord-ecd78c79eb6c4881be2212cea45e9e26
Quelldatensatz
uspto-grants-1988_10
Patentnummer
US04780242

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