Sodium Hydroxide → 4-(Benzyloxy)-3-methoxybenzoic acid

HRID 19991

Reaktionsgleichung

Reaktionsgleichung von HRID 19991
[OH-].[Na+].C[O:4][C:5](=[O:22])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:8]([O:20][CH3:21])[CH:7]=1>CO>[CH2:13]([O:12][C:9]1[CH:10]=[CH:11][C:6]([C:5]([OH:22])=[O:4])=[CH:7][C:8]=1[O:20][CH3:21])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 5059267Methyl 4-(benzyloxy)-3-methoxybenzoate

Produkt 1

HCID 2263354-(Benzyloxy)-3-methoxybenzoic acidAusbeute 94,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

A solution of sodium hydroxide (2.0 g) in methanol (50 ml) was added to a solution of 4-benzyloxy-3-methoxy benzoic acid methyl ester (4.64 g) in methanol (50 ml) and refluxed for 4 hrs. After removal of methanol under reduced pressure the residue was dissolved in water (150 ml) and washed with ethyl acetate (2×50 ml). The aqueous layer was acidified with 2N hydrochloric acid to pH 2. The precipitated product was collected by filtration which on drying under vacuum provided 4.17 g of 4-benzyloxy-3-methoxy benzoic acid. (Yield=74%)

Aufarbeitung

  1. temperaturerefluxed for 4 hrs
  2. customAfter removal of methanol under reduced pressure the residue
  3. dissolutionwas dissolved in water (150 ml)
  4. washwashed with ethyl acetate (2×50 ml)
  5. filtrationThe precipitated product was collected by filtration which
  6. customon drying under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-2f6e7d75c4614a6ebac369d04b45bc5c
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745490B2

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