Hydrochloric Acid → 4'-(cis-9-Octadecenyloxy)-4-biphenylcarboxylic acid

HRID 413627Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 413627
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]/[CH:26]=[CH:27]\[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)=[O:4].O.[OH-].[Li+].Cl>O>[CH2:18]([O:17][C:14]1[CH:13]=[CH:12][C:11]([C:8]2[CH:9]=[CH:10][C:5]([C:3]([OH:4])=[O:2])=[CH:6][CH:7]=2)=[CH:16][CH:15]=1)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]/[CH:26]=[CH:27]\[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 70012153Methyl-4'-(cis-9-octadecenyloxy)-4-biphenylcarboxylate

Produkt 1

HCID 700113904'-(cis-9-Octadecenyloxy)-4-biphenylcarboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

Water (approximately 15 ml) was added to a solution of ester 28b (486 mg, 1.00 mmol) in 50 ml of an 80/20 (v/v) (methanol/THF) solution, until it remained milky white with vigorous stirring. To this suspension was added lithium hydroxide monohydrate (213 mg, 5.1 mmol), the reaction mixture was refluxed overnight and then was acidified with concentrated HCl. Water (approximately 20 ml) was added and the solution was cooled, filtered, washed several times with water, and air dried, yielding 422 mg (89%) of a white waxy powder.

Aufarbeitung

  1. temperaturethe reaction mixture was refluxed overnight
  2. temperaturethe solution was cooled
  3. filtrationfiltered
  4. washwashed several times with water, and air
  5. customdried
  6. customyielding 422 mg (89%) of a white waxy powder

Quellen und Nachweise

ORD-Eintrag
ord-dca386232c334862a3b4174f324e5e83
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06569504B1

Notizen zur Reaktion

Wird geladen…