6-(4-Nitrophenoxy)-hexanoic acid methyl ester → 6-(4-Nitrophenoxy)hexanoic acid

HRID 638740

Reaction equation

HRID 638740 reaction equation
C[O:2][C:3](=[O:19])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=1>Cl>[N+:16]([C:13]1[CH:12]=[CH:11][C:10]([O:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:19])=[O:2])=[CH:15][CH:14]=1)([O-:18])=[O:17]

Participants

3

Reactant 1

HCID 146502956-(4-Nitrophenoxy)-hexanoic acid methyl ester

Product 1

HCID 223889056-(4-Nitrophenoxy)hexanoic acidYield 80.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 6-(4-nitrophenoxy) hexanoic acid methyl ester 39 (125 g, 468.16 mmol) and concentrated HCl (1250 ml) was refluxed for 16 hours. The reaction mixture was cooled to room temperature, filtered, dried and recrystallised from a mixture of ethyl acetate:hexane (1:6) to get pure 53 (95 g, 80.2%) as a white powder. M.p: 104-107° C.

Workup

  1. temperaturewas refluxed for 16 hours
  2. filtrationfiltered
  3. customdried
  4. customrecrystallised from a mixture of ethyl acetate:hexane (1:6)

Sources & evidence

ORD record
ord-bde04e64bd624a2897c80bbd9b5051a4
Source dataset
uspto-grants-2010_04
Patent number
US07691364B2

Linked notes

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