Hydrochloric Acid → 2,3-Difluoro-4-methoxybenzoic acid

HRID 858237Notes

Reaction equation

HRID 858237 reaction equation
[OH-].[Na+].[F:3][C:4]1[C:13]([F:14])=[C:12]([O:15][CH3:16])[CH:11]=[CH:10][C:5]=1[C:6]([O:8]C)=[O:7].C1COCC1.Cl>CO>[F:3][C:4]1[C:13]([F:14])=[C:12]([O:15][CH3:16])[CH:11]=[CH:10][C:5]=1[C:6]([OH:8])=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 21907384Methyl 2,3-difluoro-4-methoxybenzoate

Product 1

HCID 36116822,3-Difluoro-4-methoxybenzoic acidYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium hydroxide (2N, 50 mL) was added into a mixture of methyl 2,3-difluoro-4-methoxybenzoate (10.0 g, 49.5 mmol), THF (100 mL) and MeOH (100 mL). The mixture was stirred at room temperature for 6 h, and acidified with HCl (2N). The precipitated solid was filtered off, washed with water and dried to give a white solid (8.9 g, 96% yield, m.p. 194–196° C.); MS m/e 187 (M−H)+.

Workup

  1. filtrationThe precipitated solid was filtered off
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-8ca54573fa6f408e9f8c2cf20ce4d28c
Source dataset
uspto-grants-2006_12
Patent number
US07148247B2

Reaction notes

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