Hydrochloric Acid → p-n-Octadecyloxybenzoic acid

HRID 413633

Reaktionsgleichung

Reaktionsgleichung von HRID 413633
C[O:2][C:3](=[O:29])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:6][CH:5]=1.CO.O.[OH-].[Li+].Cl>C1COCC1.O>[CH2:11]([O:10][C:7]1[CH:6]=[CH:5][C:4]([C:3]([OH:29])=[O:2])=[CH:9][CH:8]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 4189536Methyl 4-(octadecyloxy)benzoate

Produkt 1

HCID 139993p-n-Octadecyloxybenzoic acidAusbeute 71,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The ester 35a (405 mg, 1.0 mmol) was dissolved in 15 ml THF and 50 ml methanol was added. Water (approximately 10 ml) was added until the solution remained cloudy with vigorous stirring, at which time lithium hydroxide monohydrate (840 mg, 20.0 mmol) was added. The reaction mixture was refluxed overnight, acidified with concentrated HCl and cooled. The precipitate was filtered, washed with water and air dried to yield 279 mg (71%) of a white powder.

Aufarbeitung

  1. additionwas added
  2. temperatureThe reaction mixture was refluxed overnight
  3. temperaturecooled
  4. filtrationThe precipitate was filtered
  5. washwashed with water and air
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-95cbca864e344aa39a980a29ffce107d
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06569504B1

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