Sodium Hydroxide → 5-Phenylfuran-2-carboxylic acid

HRID 2053107Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2053107
[OH-].[Na+].C[O:4][C:5]([C:7]1[O:8][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:10][CH:11]=1)=[O:6]>O.CO>[C:12]1([C:9]2[O:8][C:7]([C:5]([OH:6])=[O:4])=[CH:11][CH:10]=2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 11275689Methyl 5-phenylfuran-2-carboxylate

Produkt 1

HCID 7362555-Phenylfuran-2-carboxylic acidAusbeute 97,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of sodium hydroxide (200 mg) in water (5 ml) was added to a stirred solution of 5-phenyl-furan-2-carboxylic acid methyl ester (7) (384 mg, 1.90 mmoles) in methanol (20 ml) and the mixture was stirred at room temperature for 4 hours. The solvent was evaporated and the residue was diluted with water (10 ml) and acdified to pH=2 with 1 M aqueous hydrochloric acid. The precipitate was collected, washed with water and the residue was triturated with cyclohexane to afford (8) (350 mg) as a white solid. LC/MS System A; Rt=3.89 mins.

Aufarbeitung

  1. customThe solvent was evaporated
  2. additionthe residue was diluted with water (10 ml)
  3. customThe precipitate was collected
  4. washwashed with water
  5. customthe residue was triturated with cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-8af41b9cec11482cabd402132685b469
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07326732B2

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