Sodium ethoxide → Diethyl 2-dimethylamino-5-(4-trifluoromethylbenzylthio)-2,4-hexadienedioate

HRID 1074061

Reaktionsgleichung

Reaktionsgleichung von HRID 1074061
CN(C)C(=CC=C(C1C=CC=CC=1)C(OCC)=O)C(OCC)=S.F[B-](F)(F)F.[CH3:29][N:30]([CH3:42])[C:31]([C:37]([O:39][CH2:40][CH3:41])=[O:38])=[CH:32][CH:33]=[N+](C)C.CC[O-].[Na+].[F:47][C:48]([F:64])([F:63])[C:49]1[CH:62]=[CH:61][C:52]([CH2:53][S:54][CH2:55][C:56]([O:58][CH2:59][CH3:60])=[O:57])=[CH:51][CH:50]=1>C(O)C>[CH3:29][N:30]([CH3:42])[C:31](=[CH:32][CH:33]=[C:55]([S:54][CH2:53][C:52]1[CH:51]=[CH:50][C:49]([C:48]([F:47])([F:64])[F:63])=[CH:62][CH:61]=1)[C:56]([O:58][CH2:59][CH3:60])=[O:57])[C:37]([O:39][CH2:40][CH3:41])=[O:38]

Komponenten

6

Edukt 4

HCID 2723922Sodium ethoxideHCID 54499618Ethyl (4-trifluoromethylbenzylthio)acetateHCID 86743575N-(dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborateHCID 86743580Diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate

Produkt 1

HCID 54091184Diethyl 2-dimethylamino-5-(4-trifluoromethylbenzylthio)-2,4-hexadienedioateAusbeute 84,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The procedure is as in Example 2, for the preparation of diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate, starting with N-(3-dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate (5.7 g), a 2M ethanolic solution of sodium ethylate (50 cc) and ethyl (4-trifluoromethylbenzylthio)acetate (5.6 g) in ethanol (50 cc). Diethyl 2-dimethylamino-5-(4-trifluoromethylbenzylthio)-2,4-hexadienedioate (7.3 g) is thereby obtained in the form of a yellow oil, and is used in the crude state in the subsequent syntheses.

Quellen und Nachweise

ORD-Eintrag
ord-8b2ecbfaab954126868e45150fcb4af4
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04971979

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