1-Methoxy-2-propanol → 2-(4-Fluorobenzyl)benzoic acid

HRID 2378494Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2378494
[F:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]([OH:12])=[O:11])=O)=[CH:4][CH:3]=1.COCC(O)C.S1C=CC=C1>[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]([OH:12])=[O:11])=[CH:17][CH:18]=1

Komponenten

5

Edukt 3

HCID 79001-Methoxy-2-propanolHCID 8030ThiopheneHCID 820992-(4-Fluorobenzoyl)benzoic acid

Produkt 1

HCID 117363592-(4-Fluorobenzyl)benzoic acidAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

In a hydrogenation flask was added 2-(4-fluoro-benzoyl)-benzoic acid, propylene glycol monomethyl ether (1 L/mol) and Pd/C 10% wet (15 g/mol). Hydrogenation was performed at 50° C. over 18 hours. Thiophene (0.3 kg/mol) was added and the catalyst was filtered off. The filtrate was heated up to 80° C. and water (1.12 L/mol) was added at that temperature. The mixture was heated up to reflux, then cooled down to 25° C. and stirred at that temperature during 1 hour. The precipitate was filtered off, washed with water (1 L/mol) and dried at 50° C. during 18 hours. Active yield: 83%.

Aufarbeitung

  1. filtrationthe catalyst was filtered off
  2. additionwater (1.12 L/mol) was added at that temperature
  3. temperatureThe mixture was heated up
  4. temperatureto reflux
  5. temperaturecooled down to 25° C.
  6. filtrationThe precipitate was filtered off
  7. washwashed with water (1 L/mol)
  8. customdried at 50° C. during 18 hours

Quellen und Nachweise

ORD-Eintrag
ord-7c368ff6f8d84381b96b83d2f9246d11
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07470809B2

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