Water → Methyl 2-chloro-3-cyclopropyl-3-oxopropanoate

HRID 64403Notes

Reaction equation

HRID 64403 reaction equation
[CH:1]1([C:4](=[O:10])[CH2:5][C:6]([O:8][CH3:9])=[O:7])[CH2:3][CH2:2]1.S(Cl)([Cl:14])(=O)=O.O.C(Cl)(Cl)Cl>ClCCl>[Cl:14][CH:5]([C:4]([CH:1]1[CH2:3][CH2:2]1)=[O:10])[C:6]([O:8][CH3:9])=[O:7]

Participants

6

Reactant 4

HCID 962WaterHCID 6212ChloroformHCID 24648Sulfuryl chlorideHCID 101300163-Cyclopropyl-3-Oxopropionic Acid Methyl Ester

Product 1

HCID 23583087Methyl 2-chloro-3-cyclopropyl-3-oxopropanoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2 g of methyl 3-cyclopropyl-3-oxopropanoate in 20 ml of dichloromethane was added dropwise 1.24 ml of sulfuryl chloride under ice-cooling, followed by stirring at room temperature for 5 hours. To the reaction mixture was added water under ice-cooling, and chloroform was further added thereto to carry out a layer separation operation. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain 2.48 g of methyl 2-chloro-3-cyclopropyl-3-oxopropanoate.

Workup

  1. temperaturecooling
  2. temperaturecooling
  3. customa layer separation operation
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-8efff6a422124e31b24a243c767fe4c8
Source dataset
uspto-grants-2016_09
Patent number
US09447090B2

Reaction notes

Loading…