Hydrochloric Acid → 4-[4-(8-Methoxyoctyloxy)phenyl]benzoic acid

HRID 1872377Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1872377
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1.O.[C:27](OCC)(=[O:29])C.Cl>C[O-].[Na+].CN(C)C=O>[CH3:27][O:29][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8857Ethyl AcetateHCID 211822604-[4-(8-Bromooctyloxy)phenyl]benzoic acid

Produkt 1

HCID 211825084-[4-(8-Methoxyoctyloxy)phenyl]benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 10942334Sodium MethoxideLösungsmittel

Versuchsvorschrift

A solution of 4-[4-(8-Bromooctyloxy)phenyl]benzoic acid (1 g) in a mixture of sodium methylate (28% solution in metanol) (10 ml) and N,N-dimethylformamide (5 ml) was refluxed for 5 hours. The reaction mixture was added to a mixture of water and ethyl acetate and adjusted to pH 2.0 with conc. HCl. The organic layer was taken and dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was evaporated under reduced pressure to give 4-[4-(8-Methoxyoctyloxy)phenyl]benzoic acid (0.77 g).

Aufarbeitung

  1. temperaturewas refluxed for 5 hours
  2. dry with materialdried over magnesium sulfate
  3. filtrationThe magnesium sulfate was filtered off
  4. customthe filtrate was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1ead5803961a4a638b154019ef72e94d
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06107458

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