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

HRID 1957857Notes

Reaction equation

HRID 1957857 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-186d23c21cfc453899c658163c897378
Source dataset
uspto-grants-2013_04
Patent number
US08409559B2

Reaction notes

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