Phthalic Anhydride → 2-(4-(Diethylamino)-2-methylbenzoyl)benzoic acid

HRID 437865

Reaktionsgleichung

Reaktionsgleichung von HRID 437865
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[CH2:12]([N:14]([CH2:22][CH3:23])[C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[CH:16]=1)[CH3:13].[Cl-].[Al+3].[Cl-].[Cl-].ClC1C=CC=CC=1>O>[CH3:21][C:17]1[CH:16]=[C:15]([N:14]([CH2:12][CH3:13])[CH2:22][CH3:23])[CH:20]=[CH:19][C:18]=1[C:4]([C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[C:1]([OH:6])=[O:11])=[O:5]

Komponenten

6

Edukt 4

HCID 6811Phthalic AnhydrideHCID 7964Chlorobenzene2×HCID 66679N,N-diethyl-m-toluidineHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 1043352-(4-(Diethylamino)-2-methylbenzoyl)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of phthalic anhydride (60 g.), N,N-diethyl-m-toluidine (162.8 g.), aluminum chloride (120 g.) and chlorobenzene (360 ml.) was heated (75°-95° C.) during one and one-half hours, then diluted with water (200 ml., then more). More chlorobenzene (200 ml.) was added and the chlorobenzene layer was separated and steam distilled. Addition of sodium hydroxide solution (10%) to a solution of the residue in dilute sulfuric acid (20%, 250 ml.) afforded 2-(2-methyl-4-(diethylamino)benzoyl)benzoic acid (IV: Y2 = CH3, Y'4 = (CH3CH2)2N, Z4 = Z"5 = Z"6 = Z7 = H).

Aufarbeitung

  1. temperaturewas heated (75°-95° C.) during one and one-half hours
  2. customthe chlorobenzene layer was separated
  3. distillationsteam distilled
  4. additionAddition of sodium hydroxide solution (10%) to a solution of the residue in dilute sulfuric acid (20%, 250 ml.)

Quellen und Nachweise

ORD-Eintrag
ord-c838bc84aeed453ca7bf0e4e8d147cdf
Quelldatensatz
uspto-grants-1977_06
Patentnummer
US04032527

Verknüpfte Notizen

Wird geladen…