Hydrochloric Acid → 3,5-Bis(phenylmethoxy)benzoic acid

HRID 1757845Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1757845
C[O:2][C:3](=[O:26])[C:4]1[CH:9]=[C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:7]=[C:6]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:5]=1.[OH-].[Na+].Cl>CO.O1CCOCC1.O>[C:20]1([CH2:19][O:18][C:6]2[CH:5]=[C:4]([CH:9]=[C:8]([O:10][CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:7]=2)[C:3]([OH:26])=[O:2])[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Komponenten

7

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 2733652Methyl 3,5-bis(benzyloxy)benzoate

Produkt 1

HCID 993073,5-Bis(phenylmethoxy)benzoic acidAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of 41.4 g (0.12 mol) of 3,5-bis(phenylmethoxy)benzoic acid methyl ester and 59 ml (0.36 mol) of 6N NaOH in 700 ml of methanol and 350ml of dioxane was stirred at reflux for 17 hours. The solvents were removedat reduced pressure and the residue was dissolved in water and acidified topH 3 with 6N HCl. The resultant solid was filtered and recrystallized from methylene chloride-methanol to give 38.6 g (97% yield, mp 211°-213°) of 3,5-bis(phenylmethoxy)benzoic acid.

Aufarbeitung

  1. temperatureat reflux for 17 hours
  2. filtrationThe resultant solid was filtered
  3. customrecrystallized from methylene chloride-methanol

Quellen und Nachweise

ORD-Eintrag
ord-6f024c8fcb7f4fd189801107162ddc5f
Quelldatensatz
uspto-grants-1995_08
Patentnummer
US05446189

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