Reaktion #803729

Reaktionsgleichung

Thieno[3,2-b]-thiophene

chloroacetylchloride

water

HCl

→

2-chloro-1-thieno[3,2-b]thiophen-2-yl-ethanone

Ausbeute 43.0%

Lösungsmittel

DCM

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added slowly
2. 2
   TemperaturThe reaction mixture was cooled again to 0° C.
3. 3
   TrocknenThe organic layer was dried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   SonstigeThe residue was purified by silica gel chromatography
7. 7
   Sonstigeto give intermediate E71 as a yellow solid in 43% yield

Vorschrift

Thieno[3,2-b]-thiophene (38.5 mmol) was solubilized in anhydrous DCM (77 mL) and the chloroacetylchloride (39.66 mmol) was added. The reaction mixture was cooled down to 0° C. and A1Cl3 (43.12 mmol) solubilized in DCM (385 mL) was added slowly. The mixture was stirred at room temperature during 5 hrs. The reaction mixture was cooled again to 0° C. and water and 2N HCl were added until pH=1. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography to give intermediate E71 as a yellow solid in 43% yield. MS (ESI, EI+) m/z=216.8 (MH+).

Quelle