Water → Methyl 2-(2-chloro-4-nitrophenyl)acetate

HRID 1004077Notes

Reaction equation

HRID 1004077 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

HCID 962WaterHCID 433294Lithium ChlorideHCID 11414995Dimethyl 2-(2-chloro-4-nitrophenyl)malonate

Product 1

HCID 21876245Methyl 2-(2-chloro-4-nitrophenyl)acetate

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

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

  1. temperatureThe reaction was cooled
  2. 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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