Acetyl chloride → HCID 12112791, compound
Reaction equation
[Cl:1][C:2]1[S:3][C:4]([Cl:8])=[CH:5][C:6]=1C.[C:9](Cl)(=[O:11])[CH3:10].[Cl-].[Al+3].[Cl-].[Cl-].Cl[C:18](Cl)=O>>[Cl:8][C:4]1[S:3][C:2]([Cl:1])=[C:6]([CH3:5])[C:10]=1[C:9]([CH3:18])=[O:11]Participants
5
Procedure
To a solution of 56.6 g. (0.315 mole) 2,5-dichloro-3-methylthiophene [prepared by the method of Campaigne and LeSeur, J. Am. Chem. Soc., 71, 333 (1949)] and 43.6 ml. (0.614 mole) of acetyl chloride in 165 ml. of petroleum ether under a nitrogen atmosphere was added 48 g. (0.36 mole) of anhydrous aluminum chloride. The mixture was stirred overnight at room temperature, then poured onto ice and extracted with ethyl ether. The combined organic layers were dried, evaporated to dryness and distilled at reduced pressure to yield 49 g. (74%) of the dichloroketone, boiling at 74°-78° C. (0.1 mm.); 1H--NMR (CDCl3), ppm. (δ): 2.6 (s, CH3), 2.25 (s, CH3CO).
Workup
- additionpoured onto ice
- extractionextracted with ethyl ether
- customThe combined organic layers were dried
- customevaporated to dryness
- distillationdistilled at reduced pressure
- customto yield 49 g
Sources & evidence
- ORD record
- ord-d42054ee24964cb2b8f98d4c4ce55ffa
- Source dataset
- uspto-grants-1978_08
- Patent number
- US04110342
Reaction notes
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