Potassium Hydroxide → Haloxyfop

HRID 371039Notes

Reaction equation

HRID 371039 reaction equation
[Cl:1][C:2]1[C:3]([O:12][C:13]2[CH:25]=[CH:24][C:16]([O:17][CH:18]([CH3:23])[C:19]([O:21]C)=[O:20])=[CH:15][CH:14]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[OH-].[K+]>CO.O>[Cl:1][C:2]1[C:3]([O:12][C:13]2[CH:25]=[CH:24][C:16]([O:17][CH:18]([CH3:23])[C:19]([OH:21])=[O:20])=[CH:15][CH:14]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 50896Haloxyfop-methyl

Product 1

HCID 50895Haloxyfop

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 2-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy]propionate (1.75 g) in methanol (15 ml) is added potassium hydroxide (1.0 g) in water (10 ml). The resulting mixture is stirred at RT until a clear solution is obtained (~20 min). Most of the methanol is removed, and the aqueous solution is acidified with dilute HCl and extracted with ether. The combined ether extracts are dried and concentrated to dryness to give 2-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)-phenoxy]propionic acid.

Workup

  1. customis obtained (~20 min)
  2. customMost of the methanol is removed
  3. extractionextracted with ether
  4. dry with materialThe combined ether extracts are dried
  5. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-ca8cd93a03b54df1a775295928806d45
Source dataset
uspto-grants-1985_07
Patent number
US04529438

Reaction notes

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