Hydrochloric Acid → Dimethylmalonyl Dichloride
Reaction equation
[CH3:1][C:2]([CH3:9])([C:6](O)=[O:7])[C:3](O)=[O:4].S(Cl)([Cl:12])=O.[ClH:14].S(=O)=O>>[CH3:1][C:2]([CH3:9])([C:6]([Cl:12])=[O:7])[C:3]([Cl:14])=[O:4]Participants
5
Procedure
To a 500 ml. one-necked flask equipped with reflux condenser with drying tube, is added 50 grams (0.38 mole) dimethylmalonic acid (Aldrich Chemical Co.) and 300 ml. thionyl chloride. The mixture is heated to reflux for about 1 hour during which time the dimethylmalonic acid is dissolved and hydrogen chloride and sulfur dioxide are evolved. The unreacted thionyl chloride is removed by distillation under reduced pressure. The residue is recrystallized twice from cyclohexane to yield a white solid, M.P. 186°-187° C.
Workup
- customone-necked flask equipped
- temperaturewith reflux condenser
- customwith drying tube
- temperatureThe mixture is heated
- dissolutionis dissolved
- customThe unreacted thionyl chloride is removed by distillation under reduced pressure
- customThe residue is recrystallized twice from cyclohexane
- customto yield a white solid, M.P. 186°-187° C.
Sources & evidence
- ORD record
- ord-38581de9b1114be4935b945dafac826a
- Source dataset
- uspto-grants-1977_07
- Patent number
- US04035437
Reaction notes
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