Sulfuryl chloride → Ethyl 2-chloro-3-oxopentanoate
Reaction equation
S(Cl)([Cl:4])(=O)=O.[O:6]=[C:7]([CH2:14][CH3:15])[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10]>C(Cl)(Cl)Cl>[Cl:4][CH:8]([C:7](=[O:6])[CH2:14][CH3:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Sulphuryl chloride (286 g.) was added dropwise to a solution of ethyl 3-oxopentanoate (300 g.) in chloroform (250 ml.) at 10°-15°. Following addition the mixture was stirred overnight at room temperature, heated under reflux for 0.5 hours and cooled. After washing with water, sodium bicarbonate and water, the solution was dried (sodium sulphate), concentrated, and fractionated to yield ethyl 2-chloro-3-oxopentanoate, b.p. 94°-96°/14 mm.
Workup
- additionaddition the mixture
- temperatureheated
- temperatureunder reflux for 0.5 hours
- temperaturecooled
- washAfter washing with water, sodium bicarbonate and water
- dry with materialthe solution was dried (sodium sulphate)
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-c5cafc11c6b1484381f814e313447934
- Source dataset
- uspto-grants-1979_04
- Patent number
- US04151288
Reaction notes
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