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

HRID 369530Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 369530
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-c77c6d7909a44cbab699bfe21944a6bd
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06139771

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