1,3-Dimethyl 2-(4-bromo-2-nitrophenyl)propanedioate → 4-Bromo-2-nitrophenylacetic Acid

HRID 428284

Reaction equation

HRID 428284 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](C(OC)=O)[C:9]([O:11]C)=[O:10])=[C:4]([N+:17]([O-:19])=[O:18])[CH:3]=1>Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[C:4]([N+:17]([O-:19])=[O:18])[CH:3]=1

Participants

3

Reactant 1

HCID 157405961,3-Dimethyl 2-(4-bromo-2-nitrophenyl)propanedioate

Product 1

HCID 2715514-Bromo-2-nitrophenylacetic AcidYield 89%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Crude dimethyl 4-bromo-2-nitrophenylmalonate was heated at 110° C. in 40 mL of 6N hydrochloric acid for 24 hours and then cooled. The precipitate was collected by filtration, washed with water and dried to give 5.3 g (89% yield) of 4-bromo-2-nitrophenylacetic acid as an off white solid.

Workup

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

Sources & evidence

ORD record
ord-1264b065d0ab4799bc5d122b6f411ed5
Source dataset
uspto-grants-2001_11
Patent number
US06313158B1

Linked notes

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