Ethanol → 4-Methoxy-3-(tetradecyloxy)benzoic acid

HRID 1728824Notes

Reaction equation

HRID 1728824 reaction equation
C[O:2][C:3](=[O:27])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH:5]=1.CO.C(O)C.[OH-].[K+]>O>[CH3:11][O:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:27])=[O:2])=[CH:5][C:6]=1[O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

Participants

6

Reactant 4

HCID 702EthanolHCID 887MethanolHCID 14797Potassium HydroxideHCID 536393154-Methoxy-3-(tetradecyloxy)benzoic acid methyl ester

Product 1

HCID 190151354-Methoxy-3-(tetradecyloxy)benzoic acidYield 81.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound is prepared by the procedure of Example 32 using 60 g of product from Example 41, 480 ml methyl alcohol, 190 ml of ethyl alcohol, 28.5 ml of water and 26.7 g of potassium hydroxide. The residue is recrystallized from chloroform/hexane to give 47 g of the desired product as white crystals.

Workup

  1. customThe residue is recrystallized from chloroform/hexane

Sources & evidence

ORD record
ord-fb0c32dd167942f0b27b339ef7dc9fb8
Source dataset
uspto-grants-1994_07
Patent number
US05328921

Reaction notes

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