Sodium Hydroxide → HCID 18444740, compound

HRID 58180Notes

Reaction equation

HRID 58180 reaction equation
[Cl:1][C:2]1[C:11]([O:12][CH3:13])=[CH:10][C:9]([O:14][CH3:15])=[C:8]([F:16])[C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Na+]>C(O)C.O>[Cl:1][C:2]1[C:11]([O:12][CH3:13])=[CH:10][C:9]([O:14][CH3:15])=[C:8]([F:16])[C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 59486265HCID 59486265, compound

Product 1

HCID 18444740HCID 18444740, compoundYield 76.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A suspension of methyl 2-chloro-6-fluoro-3,5-dimethoxybenzoate (2.7 g, 0.010 mol) and sodium hydroxide (1.088 g, 0.0272) in anhydrous ethanol (30 mL) was refluxed for 24 h. The resulting reaction mixture was cooled to room temperature and concentrated under vacuum to get a crude residue. The crude residue was dissolved in water and extracted with ether (3×30 mL). The aqueous layer was acidified with conc.HCl and the precipitated solid was filtered, washed with cold water and dried in vacuo to afford the title compound (1.8 g, yield: 71%) as a solid.

Workup

  1. temperaturewas refluxed for 24 h
  2. customThe resulting reaction mixture
  3. concentrationconcentrated under vacuum
  4. customto get a crude residue
  5. extractionextracted with ether (3×30 mL)
  6. filtrationHCl and the precipitated solid was filtered
  7. washwashed with cold water
  8. customdried in vacuo

Sources & evidence

ORD record
ord-66dfde43b4094517a531ba18ffed4f1b
Source dataset
uspto-grants-2016_09
Patent number
US09434697B2

Reaction notes

Loading…