4
02 K. Bahrami et al.
4
.1. General procedure
To a solution of SDS (25 mol%, 0.07 g) in H2O (4 ml), an aldehyde (1 mmol), thiol (2.2 mmol)
◦
or dithiol (1.2 mmol) and TCA (1 mmol, 0.16 g) were added. The mixture was stirred at 25 C.
The progress of the reaction was monitored by TLC until the aldehyde was consumed (Table 2).
Then, K2CO3 (0.5 mmol, 0.07 g) was added to the reaction mixture to precipitate dodecyl sulfate
and filtered. The product was then extracted with ethyl acetate (4 × 10 ml). Concentration of
the organic layer under reduced pressure and purification of residue by passing through silica gel
furnished the respective thioacetal in excellent yields.An identical procedure was employed using
◦
TCA (1 mmol, 0.16 g) and SDS (25 mol%, 0.07 g) for the thioacetalization of ketones at 70 C.
All the products are known compounds and characterized easily by comparison with authentic
1
samples ( H NMR, mp).
Acknowledgement
We are thankful to the Razi University Research Council for partial support of this work.
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