Potassium Hydroxide → 3-Chloro-4-(tetradecyloxy)benzoic acid

HRID 247946Notes

Reaction equation

HRID 247946 reaction equation
C[O:2][C:3](=[O:26])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[C:6]([Cl:25])[CH:5]=1.[OH-].[K+]>CO.O.C(O)C>[Cl:25][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[C:3]([OH:26])=[O:2]

Participants

6

Reactant 2

HCID 14797Potassium HydroxideHCID 53824641HCID 53824641, compound

Product 1

HCID 190162833-Chloro-4-(tetradecyloxy)benzoic acidYield 90.5%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

The title compound is prepared by the procedure of Example 32 using 125.0 g of product from Example 36 in 1 L of methyl alcohol, 60 ml of water, 400 ml of ethyl alcohol and 54.94 g of potassium hydroxide. The residue is recrystallized from chloroform/hexane to give 109 g of the desired product as white crystals.

Workup

  1. customThe residue is recrystallized from chloroform/hexane

Sources & evidence

ORD record
ord-489c5a6c27024d3184ff3303cb2331a2
Source dataset
uspto-grants-1993_05
Patent number
US05208247

Reaction notes

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