Sulfuryl chloride → HCID 178472913, compound
Reaction equation
[OH:1]/[N:2]=[C:3](/[C:9](=[O:12])[CH2:10][CH3:11])\[C:4]([O:6][CH2:7][CH3:8])=[O:5].S(Cl)([Cl:16])(=O)=O>C(O)(=O)C>[Cl:16][CH:10]([CH3:11])[C:9](=[O:12])/[C:3](=[N:2]/[OH:1])/[C:4]([O:6][CH2:7][CH3:8])=[O:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of ethyl 2-(Z)-hydroxyimino-3-oxopentanoate (10 g) in 10 ml of acetic acid was cooled to 0° C. and treated dropwise with sulfuryl chloride (5.3 ml). The mixture was stirred for 3 hours at room temperature and quenched by ice-water. The mixture was extracted with ethyl acetate, and the extracts were washed with brine and dried with magnesium sulfate. The solvent was removed under reduced pressure to afford ethyl 4-chloro-2-(Z)-hydroxyimino-3-oxopentanoate (11.97 g).
Workup
- customquenched by ice-water
- extractionThe mixture was extracted with ethyl acetate
- washthe extracts were washed with brine
- dry with materialdried with magnesium sulfate
- customThe solvent was removed under reduced pressure
Sources & evidence
- ORD record
- ord-b987128ad09f45c084a804ee622b1dcc
- Source dataset
- uspto-grants-2000_12
- Patent number
- US06159961
Reaction notes
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