Sodium Hydroxide → HCID 59457485, compound

HRID 1710773Notes

Reaction equation

HRID 1710773 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:18]=[CH:17][C:9]([C:10]([O:12]CCCCl)=[O:11])=[C:8]([F:19])[CH:7]=1.[OH-].[Na+]>CO>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:18]=[CH:17][C:9]([C:10]([OH:12])=[O:11])=[C:8]([F:19])[CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 594574783-Chloropropyl 4-(3-chloropropoxy)-2-fluorobenzoate

Product 1

HCID 59457485HCID 59457485, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3-chloropropyl 4-(3-chloropropoxy)-2-fluorobenzoate i76 (2 g, 6.47 mmol, 1 eq) and 1 M sodium hydroxide (6.47 ml, 6.47 mmol, 1 eq) in methanol (25 ml) is stirred at room temperature overnight. The mixture is concentrated under vacuum, taken up in water and extracted with diethyl ether. The aqueous phase is acidified with a 1 N hydrochloric acid solution to reach pH 2, and the resulting suspension is filtered and the solid dried to give 0.68 g of 4-(3-chloropropoxy)-2-fluorobenzoic acid i78.

Workup

  1. concentrationThe mixture is concentrated under vacuum
  2. extractionextracted with diethyl ether
  3. filtrationthe resulting suspension is filtered
  4. customthe solid dried

Sources & evidence

ORD record
ord-4cd33f4c3cb94a50bdcf27ce74b2d96f
Source dataset
uspto-grants-2010_09
Patent number
US07790720B2

Reaction notes

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