反応 #595316

反応方程式

thiobenzoic acid

Cs2CO3

→

cesium thiobenzoate

収率 83.4%

溶媒

methanol

反応条件

後処理

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

実験手順

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).

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