Sulfuryl chloride → HCID 18673018, compound
Reaction equation
[C:1]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:5])[CH:2]([CH3:4])[CH3:3].S(Cl)([Cl:15])(=O)=O>ClCCl>[Cl:15][C:2]([CH3:4])([CH3:3])[C:1]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
To a solution of ethyl isobutyrylacetate (2 g, 12.6 mmol) in dichloromethane (12 mL) at 0° C. was added a 1M solution of sulfuryl chloride in dichloromethane (13.9 mL, 13.9 mmol). The reaction mixture was warmed to 25° C. and stirred for 2.5 h. The reaction mixture was diluted with dichloromethane (80 mL) and washed in turn with water (2×60 mL) and brine (75 mL). The organic extract was dried (MgSO4), filtered, concentrated to yield ethyl 2-chloroisobutyrylacetate (2.8 g, 66% product, 34% ethyl isobutyrylacetate) as a yellow oil which was used as is in the step below.
Workup
- washwashed in turn with water (2×60 mL) and brine (75 mL)
- extractionThe organic extract
- dry with materialwas dried (MgSO4)
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-39752ff88a204393b5f1cafaf7cd1df5
- Source dataset
- uspto-grants-2003_02
- Patent number
- US06515124B2
Reaction notes
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