Potassium Hydroxide → Haloxyfop

HRID 638504Notes

Reaction equation

HRID 638504 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 (about 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 (about 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-cd46ef794be5459284d132b0a81de19a
Source dataset
uspto-grants-1985_12
Patent number
US04561882

Reaction notes

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