반응 #956220

반응 방정식

4-Iodotetrahydropyran

4-bromobenzenethiol

potassium carbonate

→

sub-title compound

수율 85.4%

4-(4-Bromophenyl)sulfanyltetrahydropyran

수율 85.4%

용매

DMF

Et2O

반응 조건

후처리

1. 1
   세척washed with water (×2) and brine (×1)
2. 2
   건조The organic extracts was dried (MgSO4)
3. 3
   농축concentrated in vacuo
4. 4
   workup.ADDITIONPetroleum ether was added to the residue
5. 5
   기타the resultant precipitate removed by filtration
6. 6
   농축The filtrate was concentrated in vacuo

실험 절차

4-Iodotetrahydropyran (9 g, 42.45 mmol) was added to a stirred suspension of 4-bromobenzenethiol (7.296 g, 38.59 mmol) and potassium carbonate (10.67 g, 77.18 mmol) in DMF (15 mL) and the reaction stirred at ambient temperature for 3 hours. The mixture was diluted with Et2O and washed with water (×2) and brine (×1). The organic extracts was dried (MgSO4) and concentrated in vacuo. Petroleum ether was added to the residue and the resultant precipitate removed by filtration. The filtrate was concentrated in vacuo to give the sub-title compound as a light yellow oil (9.0 g, 85% Yield). 1H NMR (400.0 MHz, CDCl3) δ 1.63-1.73 (m, 2H), 1.89-1.93 (m, 2H), 3.23-3.30 (m, 1H), 3.45 (td, 2H), 3.99 (dt, 2H), 7.31 (d, 2H) and 7.45 (d, 2H) ppm.

출처