Water → 3-Methoxy-4-(tetradecyloxy)benzeneacetic acid

HRID 1728847Notes

Reaction equation

HRID 1728847 reaction equation
C([O:3][C:4](=[O:29])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([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])=[C:8]([O:27][CH3:28])[CH:7]=1)C.[OH-].[K+].O>C(O)C>[CH3:28][O:27][C:8]1[CH:7]=[C:6]([CH2:5][C:4]([OH:29])=[O:3])[CH:11]=[CH:10][C:9]=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

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 537662243-Methoxy-4-(tetradecyloxy)benzeneacetic acid ethyl ester

Product 1

HCID 190147993-Methoxy-4-(tetradecyloxy)benzeneacetic acidYield 68%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound is prepared by the procedure of Example 64 using 60 g of product from Example 66, 24.84 g Of potassium hydroxide, 45 ml of water and 650 ml of ethyl alcohol. The reaction is heated at reflux temperature for 41 hours. The residue is recrystallized from methylene chloride/hexane to give 38 g of the desired product as cream needles.

Workup

  1. temperatureThe reaction is heated
  2. temperatureat reflux temperature for 41 hours
  3. customThe residue is recrystallized from methylene chloride/hexane

Sources & evidence

ORD record
ord-5a247f7fb5234b01a98218a7aa711bcf
Source dataset
uspto-grants-1994_07
Patent number
US05328921

Reaction notes

Loading…