Dimethyl 3'-ethoxy-3-nitrobiphenyl-4-malonate → 3'-Ethoxy-3-nitrobiphenyl-4-acetic acid

HRID 1815410Notes

Reaction equation

HRID 1815410 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([CH:16](C(OC)=O)[C:17]([O:19]C)=[O:18])=[C:12]([N+:25]([O-:27])=[O:26])[CH:11]=2)[CH:7]=[CH:8][CH:9]=1)[CH3:2]>Cl>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]([OH:19])=[O:18])=[C:12]([N+:25]([O-:27])=[O:26])[CH:11]=2)[CH:7]=[CH:8][CH:9]=1)[CH3:2]

Participants

3

Reactant 1

HCID 10714380Dimethyl 3'-ethoxy-3-nitrobiphenyl-4-malonate

Product 1

HCID 107806283'-Ethoxy-3-nitrobiphenyl-4-acetic acidYield 77%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Crude dimethyl 3′-ethoxy-3-nitrobiphenyl-4-malonate was heated at 100° C. in 60 mL 6 N hydrochloric acid for a total of 4 days and cooled. The precipitate was collected by filtration, washed with water and hexane and dried to give 4.7 g (77% yield based on 5-bromo-2-fluoronitrobenzene) of crude 3′-ethoxy-3-nitrobiphenyl-4-acetic acid as a light tan solid.

Workup

  1. temperaturecooled
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water and hexane
  4. customdried

Sources & evidence

ORD record
ord-7eb706996d3d4b189f2cc8a989abf200
Source dataset
uspto-grants-2005_04
Patent number
US06878733B1

Reaction notes

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