Hydrochloric Acid → 4-(Benzyloxy)-3-nitrobenzoic acid

HRID 1360254

Reaktionsgleichung

Reaktionsgleichung von HRID 1360254
C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:6]([N+:18]([O-:20])=[O:19])[CH:5]=1.CO.[OH-].[K+].Cl>O1CCCC1>[CH2:11]([O:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:21])=[O:2])=[CH:5][C:6]=1[N+:18]([O-:20])=[O:19])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 289857Methyl 4-benzyloxy-3-nitrobenzoate

Produkt 1

HCID 161247254-(Benzyloxy)-3-nitrobenzoic acidAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution the crude 4-benzyloxy-3-nitro-benzoic acid methyl ester from the previous step in tetrahydrofurane (150 mL) and MeOH (600 mL) was treated with KOH 3N (152 mL) and stirred at room temperature for 18 hours. The mixture was acidified with HCl 3N. The precipitate thus formed was filtered, washing with MeOH/water 1:1 and dried under vacuum. 4-Benzyloxy-3-nitro-benzoic acid (42 g, 95% over two steps) was obtained as a white solid, which was used crude in the following reaction.

Aufarbeitung

  1. customThe precipitate thus formed
  2. filtrationwas filtered
  3. washwashing with MeOH/water 1:1
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-67d2cc2522e543f08b13be6214d4fa13
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07879845B2

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