4-(Octyloxy)benzoic acid → 4-Octyloxy-3-bromobenzoic acid

HRID 46414

Reaction equation

HRID 46414 reaction equation
[CH2:1]([O:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[Br:19]Br>O>[CH2:1]([O:9][C:10]1[CH:11]=[CH:12][C:13]([C:14]([OH:16])=[O:15])=[CH:17][C:18]=1[Br:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 172314-(Octyloxy)benzoic acidHCID 24408Bromine

Product 1

HCID 233334474-Octyloxy-3-bromobenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 25 g (0.1 mole) amount of p-octyloxybenzoic acid was suspended in 120 ml of water. The temperature was increased to between 50° C. and 55° C. and 17.6 g (0.11 mole) of bromine were added over a period of 7 hours at that temperature. The suspended solids were then filtered and recrystallized from ethanol and pure 4-octyloxy-3-bromobenzoic acid was obtained.

Workup

  1. temperatureThe temperature was increased to between 50° C. and 55° C.
  2. filtrationThe suspended solids were then filtered
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-a3cd020d4ab04b65b1bc5990ffdfda26
Source dataset
uspto-grants-1979_11
Patent number
US04173545

Linked notes

Loading…