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

HRID 638735Notes

Reaction equation

HRID 638735 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

A mixture of 2-(4-nitrophenoxy)propionic acid methyl ester 35 (50 g) and concentrated HCl (500 ml) was refluxed for 8 hours. The reaction mass was cooled to room temp. Crude 47 was filtered, dried and recrystallised from a mixture of ethyl acetate:hexane (1:5) to give pure 47 (40 g, 85.3%) as a white powder. M.p: 139-141° C.

Workup

  1. temperaturewas refluxed for 8 hours
  2. filtrationCrude 47 was filtered
  3. customdried
  4. customrecrystallised from a mixture of ethyl acetate:hexane (1:5)

Sources & evidence

ORD record
ord-14cbe02f55a945d1a48572c5a59c083a
Source dataset
uspto-grants-2010_04
Patent number
US07691364B2

Reaction notes

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