Toluene → N,N-bis[3-(2-ethoxycarbonylethyl)phenyl]-3,4-xylidine

HRID 3023

Reaktionsgleichung

[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([CH3:9])[CH:3]=1.I[C:11]1[CH:12]=[C:13]([CH:21]=[CH:22][CH:23]=1)[CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].[C:24](=[O:27])([O-])[O-:25].[K+].[K+].CCCCC[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42].[C:43]1(C)C=CC=C[CH:44]=1>O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2]>[CH2:19]([O:18][C:16]([CH2:15][CH2:14][C:13]1[CH:12]=[C:11]([N:1]([C:41]2[CH:40]=[CH:39][CH:38]=[C:37]([CH2:36][CH2:35][C:24]([O:25][CH2:43][CH3:44])=[O:27])[CH:42]=2)[C:2]2[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([CH3:9])[CH:3]=2)[CH:23]=[CH:22][CH:21]=1)=[O:17])[CH3:20]

Komponenten

Reaktionsbedingungen

Temperatur: 230 °C

Versuchsvorschrift

In a 100 ml-volume flask, 6 g of 3,4-xylidine, 34 g of ethyl 3-iododihydrocinnamate, 19 g of potassium carbonate, 5 g of copper sulfate pentahydrate and 20 ml of n-tridecane were placed, and the mixture was reacted under heating at 230° C. for 10 hours in a nitrogen stream. After the reaction, the system was cooled to room temperature, the reaction mixture was dissolved in 50 ml of toluene, insoluble matters were filtered, and the filtrate was purified by silica gel column chromatography using toluene to obtain 20 g of N, N-bis[3-(2-ethoxycarbonylethyl)phenyl]-3,4-xylidine as an oily substance. The IR spectrum of the product is shown in FIG. 1.

Aufarbeitung

customthe mixture was reacted
customAfter the reaction
temperaturethe system was cooled to room temperature
filtrationinsoluble matters were filtered
customthe filtrate was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag: ord-065831d99277499b89b8f6f92e86ad30
Quelldatensatz: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05731118

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