3-(TERT-BUTYLDIMETHYLSILOXY)THIOPHENOL synthesis
- Product Name:3-(TERT-BUTYLDIMETHYLSILOXY)THIOPHENOL
- CAS Number:216393-56-5
- Molecular formula:C12H20OSSi
- Molecular Weight:240.44
Yield:870779-68-3 84%
Reaction Conditions:
with 1,8-diazabicyclo[5.4.0]undec-7-ene in diethyl ether at 20; for 2 h;
Steps:
tert-Butyl-(3-chloromethylsulfanyl-phenoxy)-dimethyl-silane; DBU (914 mg, 6.0 mmol) was added to a solution of 3-(tert-Butyl-dimethyl- silanyloxy) -benzenethiol (1.00 g, 4.16 mmol) in bromo-chloro methane (5 ml) at room temperature. Stirring was continued for 2 hours and Et20 (50 ml) and 2M KHS04 (30 ml) were added. The organic layer was separated, washed with 2M KHS04 (30 ml) and brine (30 ml), dried (Na2S04) and concentrated under reduced pressure. The resulting oil was analysed by H-NMR spectroscopy and was used without further purification. Yield: 1.01 g (84%). 1H-NMR (270 MHz, DMSO-d6) No. 0.21 (6H, s, 2 x SiCH3), 0.99 (9H, s, -C(CH3)3), 4.97 (2H, s, -CH2CI), 6.70-7.30 (m, 4H).
References:
WO2005/115996,2005,A1 Location in patent:Page/Page column 74-75