Sodium Hydroxide → HCID 14329987, compound

HRID 2164968Notes

Reaction equation

HRID 2164968 reaction equation
C([O:3][C:4](=[O:44])[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][O:21][CH2:22][CH2:23][O:24][CH2:25][CH2:26][O:27][C:28]2[CH:33]=[CH:32][C:31]([C:34](=[O:36])[CH3:35])=[C:30]([OH:37])[C:29]=2[CH2:38][CH2:39][CH3:40])[C:10]=1[CH2:41][CH2:42][CH3:43])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:44])=[O:3])=[C:10]([CH2:41][CH2:42][CH3:43])[C:11]=1[O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][O:24][CH2:25][CH2:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([C:34](=[O:36])[CH3:35])=[C:30]([OH:37])[C:29]=1[CH2:38][CH2:39][CH3:40])(=[O:17])[CH3:16]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14329988HCID 14329988, compound

Product 1

HCID 14329987HCID 14329987, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2.313 g of 4-[4-acetyl-3-[2-[2-[2-(4-acetyl-3-hydroxy-2-propylphenoxy)ethoxy]ethoxy]ethoxy]-2-propylphenoxy]butanoic acid ethyl ester and 19 ml of 1.0N sodium hydroxide in 50 ml of methanol was stirred at reflux for 2 hours. Most of the methanol was removed in vacuo and the residue was acidified. The product was extracted with methylene chloride and the dried (magnesium sulfate) extract was concentrated in vacuo to give 2.058 g (93% yield) of 4-[4-acetyl-3-[2-[2-[2-(4-acetyl-3-hydroxy-2-propylphenoxy)ethoxy]ethoxy]ethoxy]-2-propylphenoxy]butanoic acid as a viscous oil.

Workup

  1. temperatureat reflux for 2 hours
  2. customMost of the methanol 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-3ee6d0b59c9247bc92e68da9f8d4f123
Source dataset
uspto-grants-1985_03
Patent number
US04507498

Reaction notes

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