Reacción #595316

Ecuación de reacción

thiobenzoic acid

Cs2CO3

→

cesium thiobenzoate

Rendimiento 83.4%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISSOLUTIONwere dissolved
2. 2
   ConcentraciónThe resulting solution was concentrated on the rotovap
3. 3
   workup.ADDITIONThe solid residue was diluted with 500 mL of acetone
4. 4
   Filtraciónthe white solid (CsHCO3) was filtered off
5. 5
   Otrowas removed
6. 6
   ConcentraciónThe acetone was then concentrated

Procedimiento

To a solution of thiobenzoic acid (50.0 g, 361.8 mmol) in methanol (362 mL) was added Cs2CO3 (130 g, 398 mmol) in portions over 5 min. The resulting mixture was stirred 10 min until all solids were dissolved. The resulting solution was concentrated on the rotovap. The solid residue was diluted with 500 mL of acetone and the white solid (CsHCO3) was filtered off. This process was repeated two times to ensure all CsHCO3 was removed. The acetone was then concentrated to afford cesium thiobenzoate (Strijtveen, B.; Kellogg, R. M. J. Org. Chem. 1986, 51, 3664) as a yellow solid (81.5 g, 83%); 1H NMR (300 MHz, CD3OD) δ 7.25-7.38 (m, 3H), 8.09 (dd, J=1.4, 8.2 Hz, 2H).

Fuente