Hydrochloric Acid → 4'-(Nonyloxy)[1,1'-biphenyl]-4-carboxylic acid

HRID 2380177

Reaktionsgleichung

Reaktionsgleichung von HRID 2380177
[OH-].[Na+].[OH:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1.Br[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].Cl>C(O)C>[CH2:20]([O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=2)=[CH:8][CH:9]=1)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 127421-BromononaneHCID 14798Sodium Hydroxide2×HCID 3015564'-Hydroxy-4-biphenylcarboxylic acid

Produkt 1

HCID 36202634'-(Nonyloxy)[1,1'-biphenyl]-4-carboxylic acidAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

1.12 g of sodium hydroxide was dissolved in 100 ml of ethyl alcohol. Then, 2.0 g of 4-(4'-hydroxyphenyl) benzoic acid and 2.3 ml of 1-bromononane were added to the solution and refluxed for 19 hours. 50 ml of 10% aqueous sodium hydroxide solution was added and refluxed for another two hours. After cooling, concentrated HCl was dropped into the solution until it was acidic. After filtration and recrystallization from ethyl alcohol gave 2.18 g of pure product (yield 69%).

Aufarbeitung

  1. temperaturerefluxed for 19 hours
  2. temperaturerefluxed for another two hours
  3. temperatureAfter cooling
  4. filtrationAfter filtration and recrystallization from ethyl alcohol

Quellen und Nachweise

ORD-Eintrag
ord-2326ebe5abc84c5283baac9b3faab9cc
Quelldatensatz
uspto-grants-1994_11
Patentnummer
US05366656

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