Hydrochloric Acid → 2-(2-Chloro-4-nitrophenyl)acetic acid

HRID 1865504Notes

Reaction equation

HRID 1865504 reaction equation
[C:1]([O:9]CC)(=[O:8])[CH2:2][C:3](OCC)=O.[Cl:12][C:13]1[CH:14]=[C:15]([N+:20]([O-:22])=[O:21])[CH:16]=[CH:17]C=1Cl.C(=O)([O-])[O-].[Cs+].[Cs+].Cl>>[Cl:12][C:13]1[CH:14]=[C:15]([N+:20]([O-:22])=[O:21])[CH:16]=[CH:17][C:3]=1[CH2:2][C:1]([OH:9])=[O:8]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 74431,2-Dichloro-4-nitrobenzeneHCID 7761Diethyl MalonateHCID 10796Cesium carbonate

Product 1

HCID 125105882-(2-Chloro-4-nitrophenyl)acetic acidYield 87.2%

Procedure

The title compound was prepared using the method of example 110, starting with diethyl malonate (Aldrich, 30.5 mL, 200 mmol), 3,4-dichloronitrobenzene (Aldrich, 19.2 g, 100 mmol), cesium carbonate (Aldrich, 81.5 g, 250 mmol) and 150 mL of aqueous 6N HCl solution. 18.8 g (87%) of compound 111 was obtained as pale yellow solid.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-f0614796d70948e8b75e3c704421be26
Source dataset
uspto-grants-2009_12
Patent number
US07626033B2

Reaction notes

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