Hydrochloric Acid → HCID 89585090, compound

HRID 1501096Notes

Reaction equation

HRID 1501096 reaction equation
CO.[O:3]=[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]1[CH:10]([C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[CH:14][CH:13]=1)[CH3:11].O.[OH-].[Li+].Cl>O>[O:3]=[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]1[CH:10]([C:12]1[CH:13]=[CH:14][C:15]([C:16]([OH:18])=[O:17])=[CH:20][CH:21]=1)[CH3:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 89585091HCID 89585091, compound

Product 1

HCID 89585090HCID 89585090, compoundYield 81.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixed solution of methanol (10 mL) and water (2 mL), methyl 4-(1-(2-oxopyridin-1(2H)-yl)ethyl)benzoate (145 mg, 0.56 mmol) and lithium hydroxide hydrate (40 mg, 0.95 mmol) were added. The reaction mixture was stirred at room temperature for 12 hours. Then the mixture was acidified by hydrogen chloride aqueous solution (1N) to pH=6 and extracted with dichloromethane (20 mL×3). The organic phase was concentrated to give 4-(1-(2-oxopyridin-1(2H)-yl)ethyl)benzoic acid (111 mg, 81%).

Workup

  1. extractionextracted with dichloromethane (20 mL×3)
  2. concentrationThe organic phase was concentrated

Sources & evidence

ORD record
ord-f1a5f57fa916438297627f4d0ee9376c
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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