Methanol → HCID 63679065, compound

HRID 415144Notes

Reaction equation

HRID 415144 reaction equation
[F:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].O.[OH-].[Li+].CO>C1COCC1.O>[F:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Participants

6

Reactant 3

HCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 46205449HCID 46205449, compound

Product 1

HCID 63679065HCID 63679065, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A solution of methyl 2-fluoro-4-(pyridin-2-yl)benzoate (2.50 g, 11.0 mmol) in a mixture of THF (12 mL) and water was treated with lithium hydroxide monohydrate (0.9 g, 4 mmol) in water (12 mL). Methanol (8 mL) was added until a transparent solution formed. This solution was heated at 60° C. overnight, and the organic solvents were removed under vacuum. The residual aqueous solution was acidified with 2 N HCl to pH=2. Solvents were evaporated under reduced pressure to give 2-fluoro-4-(pyridin-2-yl)benzoic acid as a white solid. LC-MS (ESI) m/z: 218 (M+1)+.

Workup

  1. customformed
  2. customthe organic solvents were removed under vacuum
  3. customSolvents were evaporated under reduced pressure

Sources & evidence

ORD record
ord-374258a43c824a7aa0b504ff49448392
Source dataset
uspto-grants-2012_01
Patent number
US08088760B2

Reaction notes

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