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

HRID 83804

Reaction equation

HRID 83804 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

6-(4-nitrophenoxy)-hexanoic acid methyl ester 21 (125 g, 468.16 mmol) was refluxed in conc. HCl (1250 ml) for 16 hours. The reaction mixture was cooled to room temp., filtered, dried and recrystallised from a mixture of ethyl acetate:hexane (1:6) to get pure 35 (95 g, 80.2%) as a white powder with an m.p. between 104-107° C.

Workup

  1. temperatureThe reaction mixture was cooled to room temp.
  2. filtrationfiltered
  3. customdried
  4. customrecrystallised from a mixture of ethyl acetate:hexane (1:6)

Sources & evidence

ORD record
ord-547067b6166f49a6a94281f48d72b490
Source dataset
uspto-grants-2014_09
Patent number
US08846845B2

Linked notes

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