Reaction #312605
ord-8ff353b74e004a86b005725840377b82
Reaction equation
1,1,1-Tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3-(1H)-one
alcohol
Methyl 5-[({2-[4-(1-hydroxyhexyl)phenyl]-1,1 -dioxidoisothiazolidin-3-yl}oxy)methyl]thiophene-2-carboxylate
→
ketone
Yield 101.2%
Methyl 5-({[2-(4-hexanoylphenyl)-1,1-dioxidoisothiazolidin-3-yl]oxy}methyl)thiophene-2-carboxylate
Yield 101.2%
Reactants
Reagents
None
Conditions
Detailed conditions
See reaction.notes.procedure_details.
Workup
- 1Filtrationfiltered
- 2ConcentrationThe filtrate was concentrated in vacuo and purification of the residue by flash column chromatography (silica gel, 1:1 hex/EtOAc)
Procedure
1,1,1-Tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3-(1H)-one (44 mg, 0.104 mmol) was added to a solution of the alcohol 14 (42 mg, 0.087 mmol) in CH2Cl2 (2 mL) at 23° C. After stirring for 16 h the reaction mixture with CH2Cl2 and filtered. The filtrate was concentrated in vacuo and purification of the residue by flash column chromatography (silica gel, 1:1 hex/EtOAc) gave 41 mg (98%) of the ketone 16.