Acetone → 4-(3,5-Bis-trifluoromethyl-benzyl)-2-methylaniline

HRID 1640098Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1640098
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:4]=[C:5]([CH:17]=[C:18]([C:20]([F:23])([F:22])[F:21])[CH:19]=1)[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[C:9]([CH3:16])[CH:8]=1.C([O-])(=O)C.[NH4+].CC(C)=O>[Cl-].[Cl-].[Cl-].[Ti+3].O>[F:1][C:2]([F:24])([F:25])[C:3]1[CH:4]=[C:5]([CH:17]=[C:18]([C:20]([F:23])([F:22])[F:21])[CH:19]=1)[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[C:9]([CH3:16])[CH:8]=1

Komponenten

6

Edukt 3

HCID 180AcetoneHCID 517165Ammonium AcetateHCID 592295044-(3,5-Bis-trifluoromethyl-benzyl)-2-methylnitrobenzene

Produkt 1

HCID 120027444-(3,5-Bis-trifluoromethyl-benzyl)-2-methylanilineAusbeute 54,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 10313229titanium(III) trichlorideKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 20% titanium trichloride (8.4 g) was added to a mixture of 4-(3,5-bis-trifluoromethyl-benzyl)-2-methyl-nitrobenzene (0.44 g), ammonium acetate (9.3 g), acetone (20 ml) and water (10 ml) at room temperature and stirred for 12 hours. After the reaction, the reaction solution was extracted with ethyl acetate and washed with a saturated sodium bicarbonate solution and a saturated salt solution and then dried over anhydrous magnesium sulfate. After distilling the solvent off, the resultant residue was purified by silica gel column chromatography to obtain 4-(3,5-bis-trifluoromethyl-benzyl)-2-methylaniline (0.22 g).

Aufarbeitung

  1. customAfter the reaction
  2. extractionthe reaction solution was extracted with ethyl acetate
  3. washwashed with a saturated sodium bicarbonate solution
  4. dry with materiala saturated salt solution and then dried over anhydrous magnesium sulfate
  5. distillationAfter distilling the solvent off, the resultant residue
  6. customwas purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-c8e082579cd34d2f917dc15441dbe3ce
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08110689B2

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