Ethyl Acetate → 5-Nitro-N-(2-oxo-ethyl)-isophthalamic acid methyl ester

HRID 1664208

Reaction equation

HRID 1664208 reaction equation
[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[CH:16]=[C:6]([C:7]([NH:9][CH2:10][CH:11](OC)[O:12]C)=[O:8])[CH:5]=1.C(OCC)(=O)C>C1COCC1.Cl>[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[CH:16]=[C:6]([C:7]([NH:9][CH2:10][CH:11]=[O:12])=[O:8])[CH:5]=1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 67439609N-(2,2-dimethoxy-ethyl)-5-nitro-isophthalamic acid methyl ester

Product 1

HCID 866265795-Nitro-N-(2-oxo-ethyl)-isophthalamic acid methyl ester

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 29.7 g (95.1 mmol) of N-(2,2-dimethoxy-ethyl)-5-nitro-isophthalamic acid methyl ester in 300 ml of THF and 300 ml of 2N HCl is stirred overnight. Ethyl acetate is added, and the mixture is washed twice with brine. The organic phase is dried over sodium sulfate and evaporated to yield the product in the form of a yellow oil.

Workup

  1. washthe mixture is washed twice with brine
  2. dry with materialThe organic phase is dried over sodium sulfate
  3. customevaporated
  4. customto yield the product in the form of a yellow oil

Sources & evidence

ORD record
ord-1612f793da6a4beda7e6ce3a5b6b8e03
Source dataset
uspto-grants-2011_10
Patent number
US08039455B2

Linked notes

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