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

HRID 501847Notes

Reaction equation

HRID 501847 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-fc74754f01774c4fbe5b7f8d6267b1ed
Source dataset
uspto-grants-2010_08
Patent number
US07772352B2

Reaction notes

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