Methyl 2-(4-nitrophenoxy)propanoate → 2-(4-Nitrophenoxy)propanoic acid

HRID 1098718Notes

Reaction equation

HRID 1098718 reaction equation
C[O:2][C:3](=[O:16])[CH:4]([O:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)[CH3:5]>Cl>[N+:13]([C:10]1[CH:9]=[CH:8][C:7]([O:6][CH:4]([CH3:5])[C:3]([OH:16])=[O:2])=[CH:12][CH:11]=1)([O-:15])=[O:14]

Participants

3

Reactant 1

HCID 4501947Methyl 2-(4-nitrophenoxy)propanoate

Product 1

HCID 38051392-(4-Nitrophenoxy)propanoic acidYield 85.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2-(4-Nitrophenoxy) propionic acid methyl ester 14 (50 g) and concen. HCl (500 ml) were refluxed for 8 hours. The reaction mass was cooled to room temperature. Crude 29 was filtered, dried and recrystallised from a mixture of ethyl acetate:hexane (1:5) to give pure 29 (40 g, 85.3%) as a white powder with an m.p. between 139-141° C.

Workup

  1. filtrationCrude 29 was filtered
  2. customdried
  3. customrecrystallised from a mixture of ethyl acetate:hexane (1:5)

Sources & evidence

ORD record
ord-04c8ac5e14d4412ba7c8f63594ad8ad0
Source dataset
uspto-grants-2012_03
Patent number
US08143325B2

Reaction notes

Loading…