Hydrochloric Acid → 2-Nitro-4-benzoylphenylacetic acid

HRID 236370

Reaction equation

HRID 236370 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([C:10](=[O:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=[CH:6][C:5]=1[CH:18](C(OCC)=O)[C:19]([O:21]CC)=[O:20])([O-:3])=[O:2].Cl>O1CCOCC1>[N+:1]([C:4]1[CH:9]=[C:8]([C:10](=[O:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=[CH:6][C:5]=1[CH2:18][C:19]([OH:21])=[O:20])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13408230Diethyl 2-nitro-4-benzoylphenylmalonate

Product 1

HCID 137705362-Nitro-4-benzoylphenylacetic acidYield 95%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 14 g. (36.3 mmoles) of diethyl 2-nitro-4-benzoylphenylmalonate, 300 ml. of 4N hydrochloric acid and 300 ml. of dioxane was heated to reflux for 10 hours. The reaction mixture was concentrated in vacuo and the crude product was triturated with hot methylene chloride, 9.88 g. (95% yield), m.p. 168°-170° C.

Workup

  1. additionA mixture of 14 g
  2. temperatureto reflux for 10 hours
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customthe crude product was triturated with hot methylene chloride, 9.88 g

Sources & evidence

ORD record
ord-d19d22f9d8d14e5bb46699305da9114a
Source dataset
uspto-grants-1987_02
Patent number
US04644005

Linked notes

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