Hydrochloric Acid → 4-(4-Methoxybenzoyl)phenoxyacetic acid

HRID 1649954Notes

Reaction equation

HRID 1649954 reaction equation
[CH3:1][O:2][C:3]1[CH:22]=[CH:21][C:6]([C:7]([C:9]2[CH:20]=[CH:19][C:12]([O:13][CH2:14][C:15]([O:17]C)=[O:16])=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1.[OH-].[Na+].Cl>COCCOC.O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([C:9]2[CH:20]=[CH:19][C:12]([O:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:11][CH:10]=2)=[O:8])=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13966815Methyl 4-(4-methoxybenzoyl)phenoxyacetate

Product 1

HCID 143045424-(4-Methoxybenzoyl)phenoxyacetic acid

Reagents, catalysts & solvents 1

HCID 18180031Water 1,2-dimethoxyethaneSolvent

Procedure

9.0 g of the methyl ester (Example 1) are dissolved in 120 ml of 1,2-dimethoxyethane/water (4:1, v:v), and 15 ml of 2N NaOH are added. The mixture is stirred for three hours, and the pH is adjusted to 3 with 3N HCl. The organic solvent is evaporated off in vacuo, and the precipitated product is filtered off, washed with water and dried under high vacuum.

Workup

  1. customThe organic solvent is evaporated off in vacuo
  2. filtrationthe precipitated product is filtered off
  3. washwashed with water
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-309d7b18dbd54fecaeebe1a04bbffd21
Source dataset
uspto-grants-1990_05
Patent number
US04922015

Reaction notes

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