Reaktion #956220

Reaktionsgleichung

4-Iodotetrahydropyran

4-bromobenzenethiol

potassium carbonate

→

sub-title compound

Ausbeute 85.4%

4-(4-Bromophenyl)sulfanyltetrahydropyran

Ausbeute 85.4%

Lösungsmittel

DMF

Et2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with water (×2) and brine (×1)
2. 2
   TrocknenThe organic extracts was dried (MgSO4)
3. 3
   Einengenconcentrated in vacuo
4. 4
   workup.ADDITIONPetroleum ether was added to the residue
5. 5
   Sonstigethe resultant precipitate removed by filtration
6. 6
   EinengenThe filtrate was concentrated in vacuo

Vorschrift

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.

Quelle