Potassium Hydroxide → Benzoic acid, 5-(4,5-dihydro-2-oxazolyl)-2-((5-(3-methyl-5-isoxazolyl)pentyl)oxy)-

HRID 359829Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 359829
[O:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[CH:23]=[CH:22][C:9]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]2[O:20][N:19]=[C:18]([CH3:21])[CH:17]=2)=[C:8]([CH:24]=[O:25])[CH:7]=1.[OH-:26].[K+]>O.C(O)C.[N+]([O-])([O-])=O.[Ag+]>[C:24]([C:8]1[CH:7]=[C:6]([C:2]2[O:1][CH2:5][CH2:4][N:3]=2)[CH:23]=[CH:22][C:9]=1[O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]1[O:20][N:19]=[C:18]([CH3:21])[CH:17]=1)([OH:26])=[O:25]

Komponenten

6

Edukt 2

HCID 14797Potassium HydroxideHCID 5271233Benzaldehyde, 5-(4,5-dihydro-2-oxazolyl)-2-((5-(3-methyl-5-isoxazolyl)pentyl)oxy)-

Produkt 1

HCID 5271236Benzoic acid, 5-(4,5-dihydro-2-oxazolyl)-2-((5-(3-methyl-5-isoxazolyl)pentyl)oxy)-Ausbeute 38,2 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24470Silver NitrateKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

A solution of 4.7 g of silver nitrate in 6 ml of distilled water was added to a stirred suspension of 4.0 g of 5-{5-[4-(4,5-dihydro-2-oxazolyl)-2-formylphenoxy]pentyl}-3-methylisoxazole (Example 70) in 60 ml of ethanol. The mixture was stirred for about two minutes, and then a solution of 8.4 g of potassium hydroxide in 140 ml of water was slowly added. The latter mixture was stirred for two hours, then filtered and the filtrate acidified. The solid product was collected, washed with dilute hydrochloric acid, dried and recrystallized from methanol to give 1.6 g of 5-{5-[2-carboxy-4-(4,5-dihydro-2-oxazolyl)phenoxy]pentyl}-3-methylisoxazole, m.p. 170°-171° C.

Aufarbeitung

  1. stirringThe latter mixture was stirred for two hours
  2. filtrationfiltered
  3. customThe solid product was collected
  4. washwashed with dilute hydrochloric acid
  5. customdried
  6. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-6c3a17828de74edabeead8c17f079143
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US05002960

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