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HRID 620063Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/620063

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 (1000ml) and dichloromethane (200 ml). After separation of the layers, the aqueous solution is extracted with dichloromethane (3×200 ml). The combined organic solutions was 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
PatentnummerUS04818765
Quelldatensatzuspto-grants-1989_04
ORD IDord-81be7c86c7d84239b7b61676fc535fd3
Quellennotizuspto-grants-1989_04