Sodium Hydroxide → 4-(4-Oxo-4-phenylbutoxy)benzoic acid ethylene acetal

HRID 1585651

Reaktionsgleichung

Reaktionsgleichung von HRID 1585651
[CH2:1]1[O:25][C:4]([O:23]C)([C:5]2[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][CH2:14][C:15](=[O:22])[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:7][CH:6]=2)[O:3][CH2:2]1.[OH-].[Na+]>O>[CH2:2]1[O:3][C:4]([OH:23])([C:5]2[CH:6]=[CH:7][C:8]([O:11][CH2:12][CH2:13][CH2:14][C:15](=[O:22])[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[CH:9][CH:10]=2)[O:25][CH2:1]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 70111092Methyl 4-(4-oxo-4-phenylbutoxy)benzoate ethylene acetal

Produkt 1

HCID 867544144-(4-Oxo-4-phenylbutoxy)benzoic acid ethylene acetalAusbeute 81,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

Methyl 4-(4-oxo-4-phenylbutoxy)benzoate ethylene acetal (27.0 g), denatured alcohol (90 mls), water (90 ml) and sodium hydroxide (9.0 g, 0.225 moles) were heated at reflux for 3 hours. The mixture was cooled to 20° C., diluted with water (250 ml) and extracted with toluene (2×250 ml). The aqueous phase was acidified with concentrated hydrochloric acid (35 ml) and the precipitate filtered, washed with water and dried to give 4-(4-oxo-4-phenylbutoxy)benzoic acid ethylene acetal (21.1 g, 70% from 4-chlorobutyrophenone).

Aufarbeitung

  1. temperatureat reflux for 3 hours
  2. extractionextracted with toluene (2×250 ml)
  3. filtrationthe precipitate filtered
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-1c7a1add1b2144b998483607213681cd
Quelldatensatz
uspto-grants-1999_08
Patentnummer
US05939447

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