Triethylamine → Di-n-butyl 2-(4-Amino-3-tert-butyl-5-methylphenylthio)succinate

HRID 1885806

Reaktionsgleichung

Reaktionsgleichung von HRID 1885806
[C:1]([C:5]1[CH:11]=[C:10]([SH:12])[CH:9]=[C:8]([CH3:13])[C:6]=1[NH2:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[C:21]([O:32][CH2:33][CH2:34][CH2:35][CH3:36])(=[O:31])/[CH:22]=[CH:23]\[C:24]([O:26][CH2:27][CH2:28][CH2:29][CH3:30])=[O:25]>C1(C)C=CC=CC=1>[NH2:7][C:6]1[C:8]([CH3:13])=[CH:9][C:10]([S:12][CH:22]([CH2:23][C:24]([O:26][CH2:27][CH2:28][CH2:29][CH3:30])=[O:25])[C:21]([O:32][CH2:33][CH2:34][CH2:35][CH3:36])=[O:31])=[CH:11][C:5]=1[C:1]([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 5271569Dibutyl maleateHCID 153245012-Tert-butyl-4-mercapto-6-methylaniline

Produkt 1

HCID 15324504Di-n-butyl 2-(4-Amino-3-tert-butyl-5-methylphenylthio)succinateAusbeute 28 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

To a stirred solution of 1.00 g (5.1 mmol) of 2-tert-butyl-4-mercapto-6-methylaniline and 0.05 g (0.5 mmol) of triethylamine in 5 mL of toluene at room temperature is added dropwise a solution of 1.16 g (5.1 mmol) of di-n-butyl maleate in 5 mL of toluene. The reaction mixture is stirred for 18 hours at room temperature. The solvent is removed in vacuo and the crude product is purified by flash column chromatography (silica gel, 85:15, heptane:ethylacetate eluent) to give 0.60 g (28%) of the title compound as a colorless liquid.

Aufarbeitung

  1. customThe solvent is removed in vacuo
  2. customthe crude product is purified by flash column chromatography (silica gel, 85:15, heptane:ethylacetate eluent)

Quellen und Nachweise

ORD-Eintrag
ord-1f7005705796455cb41318c42ebd2811
Quelldatensatz
uspto-grants-1992_09
Patentnummer
US05145970

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