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Reaction information
| *#Reaction file | reactionscheme_4 .cdx |
| *Reaction file type | CDX |
| *Procedure | To a vigorously stirred solution of 4-Iodothiophenol (2.36 g, 10.0 mmol) in pyridine (30 mL), in a 50 mL Schlenk flask and under Ar atmosphere, was added acetyl chloride (1.42 mL, 1.57 g, 20.0 mmol, 2.00 eq.) dropwise over 15 minutes. The mixture was quenched with crushed ice and water to obtain a suspension that was vac-filtered. The white solid was washed with water, dissolved in Et2O and dried over anhydrous MgSO4, to afford after evaporation of the solvent the crude title compound (2.30 g). The product was column chromatographed on silica gel using as eluent (1/1) hexane/DCM; after recrystallization from (1/1) MeOH/water it was washed with water, dissolved in Et2O, dried over anhydrous MgSO4 and dried under vacuum. The pure product was obtained as white microcrystalline powder (2.03 g, 7.30 mmol, yield 73%). |
| *Yield (%) | 73 % |
| *Type of Yield | Isolated pure product |
| Reference(s) | PhD Thesis - 16Sep2010_final p11.pdf PhD Thesis - 16Sep2010_final p106.pdf |
| Further information | 1-Acetylthio-4-iodobenzene |
For multistep reactions (or their steps):
| Overall reaction? | False |
| For overall reaction - links to child reaction steps | |
| For step in multistep reaction - link to previous reaction step | Reaction 3: Removal of S-carbamate protecting group: 4-Iodothiophenol |
| For step in multistep reaction - link to following reaction step |
Attached Files
reactionscheme_4 .cdx