Sodium Hydroxide → HCID 14329984, compound

HRID 2164959Notes

Reaction equation

HRID 2164959 reaction equation
C([O:3][C:4](=[O:43])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:17])[CH3:16])=[C:11]([O:18][CH2:19][CH2:20][CH2:21][O:22][CH2:23][CH2:24][CH2:25][O:26][C:27]2[CH:32]=[CH:31][C:30]([C:33](=[O:35])[CH3:34])=[C:29]([OH:36])[C:28]=2[CH2:37][CH2:38][CH3:39])[C:10]=1[CH2:40][CH2:41][CH3:42])C.[OH-].[Na+]>CO>[C:15]([C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:43])=[O:3])=[C:10]([CH2:40][CH2:41][CH3:42])[C:11]=1[O:18][CH2:19][CH2:20][CH2:21][O:22][CH2:23][CH2:24][CH2:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([C:33](=[O:35])[CH3:34])=[C:29]([OH:36])[C:28]=1[CH2:37][CH2:38][CH3:39])(=[O:17])[CH3:16]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14329985HCID 14329985, compound

Product 1

HCID 14329984HCID 14329984, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2.06 g (0.0034 mole) of 4-[4-acetyl-3-[3-[3(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]propoxy]-2-propylphenoxy]butanoic acid ethyl ester in 50 ml of methanol and 17 ml (0.017 mole) of 1.0N sodium hydroxide was stirred at reflux for 2 hours. Most of the solvent was removed and the pH of the residue was adjusted to 2.0 The product was extracted with methylene chloride. The extract was washed with water, dried (magnesium sulfate) and concentrated in vacuo to give 1.81 g (92% yield) of 4-[4-acetyl-3-[3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]propoxy]-2-propylphenoxy]butanoic acid as an oil.

Workup

  1. temperatureat reflux for 2 hours
  2. customMost of the solvent was removed
  3. extractionwas extracted with methylene chloride
  4. washThe extract was washed with water
  5. dry with materialdried (magnesium sulfate)
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f5e34591711142f2a8417ad07bc477d7
Source dataset
uspto-grants-1985_03
Patent number
US04507498

Reaction notes

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