Reaktion #66504

Reaktionsgleichung

3-iodo-4-methylbenzoyl chloride

methylamine

THF

→

3-iodo-N,4-dimethylbenzamide

Ausbeute 95.0%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONUpon completion of the addition
2. 2
   Sonstigethe ice bath was removed
3. 3
   SonstigeAll volatiles were removed in vacuo
4. 4
   workup.ADDITIONthe residue was treated with aq. NaHCO3 (25 mL)
5. 5
   Extraktionsubsequently extracted with ethyl acetate (3×15 mL)
6. 6
   TrocknenThe combined organic layers were dried over MgSO4
7. 7
   Sonstigeevaporated

Vorschrift

To a cooled (0° C.) solution of 3-iodo-4-methylbenzoyl chloride (2.80 g; 10.0 mmol) in DCM (10 mL) was slowly added a 2 M solution of methylamine in THF (11 mL, 2.2 eq.). Upon completion of the addition, the ice bath was removed and the mixture was stirred overnight. All volatiles were removed in vacuo and the residue was treated with aq. NaHCO3 (25 mL) and subsequently extracted with ethyl acetate (3×15 mL). The combined organic layers were dried over MgSO4 and evaporated. The target compound 3-iodo-N,4-dimethylbenzamide (2.62 g, 95% yield) was used without further purification.

Quelle