Reaktion #64847

Reaktionsgleichung

water

4-acryloyl-2-chloro-7-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine

anisole

→

4-acryloyl-2-[4-methoxyphenyl]-7-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine

Ausbeute 59.0%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with chloroform
2. 2
   WaschenThe chloroform phase was washed with a saturated saline solution
3. 3
   Sonstigedried on sodium sulfate
4. 4
   workup.DISTILLATIONthe solvent was distilled out under reduced pressure
5. 5
   SonstigeResidue was purified by silica gel column chromatography (Wako Gel C-200, 50 g)
6. 6
   Wascheneluted with a mixed solvent of n-hexane (70 parts)+ethyl acetate (30 parts)

Vorschrift

The above-mentioned 4-acryloyl-2-chloro-7-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (2.3 g) and anisole (1.1 g) were dissolved in methylene chloride (50 ml) and stannic chloride (2.8 g) was added thereto and agitated at room temperature for 2 hours. To the reaction mixture water was added and extracted with chloroform. The chloroform phase was washed with a saturated saline solution and dried on sodium sulfate and thereafter the solvent was distilled out under reduced pressure. Residue was purified by silica gel column chromatography (Wako Gel C-200, 50 g) and eluted with a mixed solvent of n-hexane (70 parts)+ethyl acetate (30 parts) to give 4-acryloyl-2-[4-methoxyphenyl]-7-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (1.7 g).

Quelle