Sodium Hydroxide → HCID 14329996, compound

HRID 2164965Notes

Reaction equation

HRID 2164965 reaction equation
C([O:3][C:4](=[O:42])[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][CH2:22][CH2:23][O:24][C:25]2[C:30]([Cl:31])=[CH:29][C:28]([C:32](=[O:34])[CH3:33])=[C:27]([OH:35])[C:26]=2[CH2:36][CH2:37][CH3:38])[C:10]=1[CH2:39][CH2:40][CH3:41])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:42])=[O:3])=[C:10]([CH2:39][CH2:40][CH3:41])[C:11]=1[O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][O:24][C:25]1[C:30]([Cl:31])=[CH:29][C:28]([C:32](=[O:34])[CH3:33])=[C:27]([OH:35])[C:26]=1[CH2:36][CH2:37][CH3:38])(=[O:17])[CH3:16]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14329997HCID 14329997, compound

Product 1

HCID 14329996HCID 14329996, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.978 g (0.0016 mole) of 4-[4-acetyl-3-[5-(4-acetyl-6-chloro-3-hydroxy-2-propylphenoxy)pentyloxy]-2-propylphenoxy]butanoic acid ethyl ester in 50 ml of methanol and 8.1 ml (0.0081 mole) of 1.0N sodium hydroxide was stirred at reflux for 2 hours. Most of the solvent was removed in vacuo and the pH of the residue was adjusted to 2.0. The product was extracted with methylene chloride and the dried (magnesium sulfate) extract was concentrated in vacuo to give 0.850 g (91% yield) of 4-[4-acetyl-3-[5-(4-acetyl-6-chloro-3-hydroxy-2-propylphenoxy)pentyloxy]-2-propylphenoxy]butanoic acid as an oil.

Workup

  1. temperatureat reflux for 2 hours
  2. customMost of the solvent was removed in vacuo
  3. extractionThe product was extracted with methylene chloride
  4. dry with materialthe dried (magnesium sulfate)
  5. extractionextract
  6. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-e37d2414aa724551af4a262d4be2c020
Source dataset
uspto-grants-1985_03
Patent number
US04507498

Reaction notes

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