Ethylparaben → p-Heptoxybenzoic acid

HRID 1196440Notes

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][CH3:19]>>[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][CH3:19]

Participants

Reactant 2

HCID 8434Ethylparaben

HCID 123691-Bromoheptane

Product 1

HCID 85154p-Heptoxybenzoic acid

Procedure

Using ethyl p-hydroxybenzoate (33.3 g, 0.20 mol) and n-heptyl bromide (39.4 g, 0.22 mol), the reaction was carried out in the same manner as described in Example 21, (1), and then recrystallized from ethanol to give the title compound as a white microneedles; yield: 19.0 g (40.2%); mp 86.2°-90.3° C.

Workup

customrecrystallized from ethanol

Sources & evidence

ORD record: ord-95e5b1fdf99f46c5ba2cd1a4e097888e
Source dataset: uspto-grants-1992_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05114615

Reaction notes

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