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HRID 1708997Erstellt: 25. Oktober 2026

Water → 4-[(1,3-Dithian-2-ylidene)(phenyl)methyl]-N,N-dimethylaniline

https://huagongshe.com/reaction/1708997

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt4-(Dimethylamino)benzophenoneHCID 10737—
Edukt2-Trimethylsilyl-1,3-dithianeHCID 83413—
EduktButyllithiumHCID 178418339—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt4-[(1,3-Dithian-2-ylidene)(phenyl)methyl]-N,N-dimethylanilineHCID 13301997—

Reaktionsschritte

There is added to a solution of 2-trimethylsilyl-1,3-dithiane (16.2 g ) in dry tetrahydrofuran (170 ml) at -65° a 1.9M solution of n-butyllithium in hexane (45 ml). The reaction mixture is progressively warmed to 0° in the course of 31/2 hours and cooled to -65°. A solution of 4-dimethylamino-benzophenone (19.2 g) in dry tetrahydrofuran (100 ml) is than slowly added. The reaction mixture is progressively warmed to room temperature overnight and poured into a mixture of water (1000 ml ) and dichloromethane (200 ml). After separation of the layers, the aqueous solution is extracted with dichloromethane (3×200 ml). The combined organic solutions are washed with water (100 ml) and dried over magnesium sulphate. The solvents are evaporated in vacuo and the residue is recrystallised from ethyl acetate. The product is dried in vacuo to constant weight to yield (4-dimethylaminophenyl)(1,3-dithian-2-ylidene)-phenylmethane, m.p. 172°-174°.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04946861
Quelldatensatzuspto-grants-1990_08
ORD IDord-46024b1f7ed94f84adbec3203a3b2645
Quellennotizuspto-grants-1990_08