Water → Methyl 2-(2-chloro-4-nitrophenyl)acetate
Reaction equation
[CH3:1][O:2][C:3](=[O:19])[CH:4]([C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:10]=1[Cl:18])C(OC)=O.[Cl-].[Li+].O>CS(C)=O>[CH3:1][O:2][C:3](=[O:19])[CH2:4][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:10]=1[Cl:18]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
2-(4-nitro-2chlorophenyl)-malonic acid dimethyl ester was dissolved in DMSO, then lithium chloride (0.759 g), and water (0.15 mL) were added. The mixture was heated to 100° C. for 3h. The reaction was cooled and the product purified by chromatography on silica gel eluting with hexane/ethyl acetate (9:1) to give the title compound as a yellow oil (1.77 g).
Workup
- temperatureThe reaction was cooled
- customthe product purified by chromatography on silica gel eluting with hexane/ethyl acetate (9:1)
Sources & evidence
- ORD record
- ord-f0c2225275164f4ab65e349585c6cc64
- Source dataset
- uspto-grants-2000_04
- Patent number
- US06048872
Reaction notes
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