Reaktion #70179

Reaktionsgleichung

t-butyl benzene

t-butyl benzene

3-chloropropionyl chloride

aluminum chloride

→

title compound

Ausbeute 101.5%

1-(4-tert-Butyl-phenyl)-3-chloro-propan-1-one

Ausbeute 101.5%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Sonstigewas consumed
3. 3
   workup.STIRRINGWith stirring
4. 4
   SonstigeFinally, the layers were separated
5. 5
   Waschenthe organic layer was washed with water (3×150 mL)
6. 6
   TrocknenThe dichloromethane layer was dried over magnesium sulfate
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated

Vorschrift

To aluminum chloride (29.33 g, 220 mmol) in dichloromethane (300 mL) at 0° C. with stirring was added dropwise a solution of t-butyl benzene (31 mL, 200 mmol) and 3-chloropropionyl chloride (19 mL, 200 mmol) in dichloromethane. After the addition was complete, the reaction mixture was stirred from 0° C. to room temperature overnight. Then next morning, TLC indicated that all of the t-butyl benzene was consumed, and the reaction mixture was cooled to 0° C. With stirring, water (about 120 mL) in a dropwise fashion until the effervescence ceased. Finally, the layers were separated, and the organic layer was washed with water (3×150 mL) and then brine (1×150 mL). The dichloromethane layer was dried over magnesium sulfate, filtered, concentrated and pumped to dryness to afford the title compound as a light tan powder (45.6 g).

Quelle