Hydrochloric Acid → 4-[4-(4-Methoxybenzoyl)phenoxy]-butyric acid

HRID 893410Notes

Reaction equation

HRID 893410 reaction equation
[CH3:1][O:2][C:3]1[CH:24]=[CH:23][C:6]([C:7]([C:9]2[CH:22]=[CH:21][C:12]([O:13][CH2:14][CH2:15][CH2:16][C:17]([O:19]C)=[O:18])=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1.Cl>C(COC)OC.O.[OH-].[Na+]>[CH3:1][O:2][C:3]1[CH:24]=[CH:23][C:6]([C:7]([C:9]2[CH:22]=[CH:21][C:12]([O:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 14460992Methyl 4-[4-(4-methoxybenzoyl)phenoxy]butyrate

Product 1

HCID 144609934-[4-(4-Methoxybenzoyl)phenoxy]-butyric acid

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 18180031Water 1,2-dimethoxyethaneSolvent

Procedure

41 g of methyl 4-[4-(4-methoxybenzoyl)phenoxy]butyrate from Example 2 are dissolved in 600 ml of dimethoxyethane/water 4:1, and 63 ml of 2N sodium hydroxide solution are added. The mixture is stirred at room temperature for 4 hours, then acidified to pH 3 with 3N hydrochloric acid, and the organic solvent is removed in vacuo. The acid which has separated out is filtered off and dried over phosphorus pentoxide in vacuo.

Workup

  1. additionare added
  2. customthe organic solvent is removed in vacuo
  3. customThe acid which has separated out
  4. filtrationis filtered off
  5. dry with materialdried over phosphorus pentoxide in vacuo

Sources & evidence

ORD record
ord-f3cca290c4b649cfbe94b1a669b2b6b4
Source dataset
uspto-grants-1992_06
Patent number
US05124478

Reaction notes

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