1-Bromooctane → 4-(Octyloxy)benzoic acid

HRID 1196439Notes

Reaction equation

HRID 1196439 reaction equation
[OH:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8]CC)=[O:7])=[CH:4][CH:3]=1.[CH2:13](Br)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]>>[CH2:13]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([OH:8])=[O:7])=[CH:11][CH:12]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

3

Reactant 2

HCID 81401-BromooctaneHCID 8434Ethylparaben

Product 1

HCID 172314-(Octyloxy)benzoic acid

Procedure

Using ethyl p-hydroxybenzoate (36.7 g, 0.22 mol) and n-octyl bromide (50 g, 0.26 mol), the reaction was carried out in the same manner as described in Example 13, (1), and then recrystallized from ethanol to give the title compound as a white micro-needles; yield: 43.0 g (71.6%); mp 100.2°-101.4° C. (the 1st mp), 107.0°-107.6° C. (the 2nd mp).

Workup

  1. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-5268acb96c274bdfbf9a4b1e0ca086ff
Source dataset
uspto-grants-1992_05
Patent number
US05114615

Reaction notes

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