Sodium Hydroxide → 3-Nitro-5-(octadecyloxy)benzoic acid

HRID 488273Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 488273
C[O:2][C:3](=[O:32])[C:4]1[CH:9]=[C:8]([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:7]=[C:6]([N+:29]([O-:31])=[O:30])[CH:5]=1.[OH-].[Na+]>CO.O1CCOCC1>[N+:29]([C:6]1[CH:5]=[C:4]([CH:9]=[C:8]([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:7]=1)[C:3]([OH:32])=[O:2])([O-:31])=[O:30]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 536989543-Nitro-5-(octadecyloxy)benzoic acid methyl ester

Produkt 1

HCID 193889433-Nitro-5-(octadecyloxy)benzoic acidAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of 4.5 g of 3-nitro-5-(octadecyloxy)benzoic acid methyl ester and 4 ml of 6N NaOH in 200 ml of methanol and 50 ml of dioxane was stirred at reflux for 2.5 hours. The solvents were removed at reduced pressure and the residue was acidified with 1N HCl. The solid was filtered and recrystallized from methanol-water to give 2.7 g (62% yield, mp 101°-103°) of 3-nitro-5-(octadecyloxy) benzoic acid.

Aufarbeitung

  1. temperatureat reflux for 2.5 hours
  2. customThe solvents were removed at reduced pressure
  3. filtrationThe solid was filtered
  4. customrecrystallized from methanol-water

Quellen und Nachweise

ORD-Eintrag
ord-6f48a2f28709480da327d0c51a769222
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05298652

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