Reaction #1328423

Reaction equation

methyl 5-chloro-4-oxothiochromane-8-carboxylate

N,N-dimethylformamide dimethyl acetal

→

methyl 5-chloro-3-(N,N-dimethylaminomethylidene)-4-oxothiochromane-8-carboxylate

Yield 97.0%

Conditions

Workup

1. 1
   workup.DISTILLATIONVolatile components were then distilled off
2. 2
   Washthe organic phase was washed with water
3. 3
   OtherDrying
4. 4
   Otherremoval of the solvent

Procedure

30 g (0.078 mol) of methyl 5-chloro-4-oxothiochromane-8-carboxylate in 300 ml of N,N-dimethylformamide dimethyl acetal were refluxed for 6 hours. Volatile components were then distilled off, the residue was taken up in methylene chloride and the organic phase was washed with water. Drying and removal of the solvent gave 35.3 g (97%) of methyl 5-chloro-3-(N,N-dimethylaminomethylidene)-4-oxothiochromane-8-carboxylate.

Source