2-Chloro-4-Formylphenyl Trifluoromethanesulfonate synthesis
- Product Name:2-Chloro-4-Formylphenyl Trifluoromethanesulfonate
- CAS Number:188112-72-3
- Molecular formula:C8H4ClF3O4S
- Molecular Weight:288.63
Yield:188112-72-3 98%
Reaction Conditions:
with pyridine in dichloromethane at 0 - 20; for 18.5 h;Inert atmosphere;
Steps:
General method d: Phenol triflation
General procedure: To a solution of the corresponding phenol (1.0 equiv) in anhydrous dichloromethane (~ 0.3 M), under nitrogen, was added pyridine (3.0 equiv). The solution was cooled to 0 °C and trifluoromethanesulfonic anhydride (1.1 equiv) was added dropwise over 30 minutes. The reaction was allowed to warm to room temperature and stirred for 18 hours. Dichloromethane and excess trifluoromethansulfonic acid were removed under reduced pressure and the residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with 10% aqueous hydrochloric acid, 5% aqueous sodium bicarbonate, brine and water, then dried (MgSO4) and concentrated under reduced pressure. The crude residue was purified by column chromatography to yield the desired product.
References:
De Fusco, Claudia;Brear, Paul;Iegre, Jessica;Georgiou, Kathy Hadje;Sore, Hannah F.;Hyv?nen, Marko;Spring, David R. [Bioorganic and Medicinal Chemistry,2017,vol. 25,# 13,p. 3471 - 3482] Location in patent:supporting information
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