Hydrochloric Acid → HCID 89580975, compound

HRID 1501153Notes

Reaction equation

HRID 1501153 reaction equation
CO.[N:3]1[CH:8]=[CH:7][C:6]([O:9][CH:10]([C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[CH:14][CH:13]=2)[CH3:11])=[CH:5][CH:4]=1.[OH-].[Li+].Cl>O>[N:3]1[CH:4]=[CH:5][C:6]([O:9][CH:10]([C:12]2[CH:13]=[CH:14][C:15]([C:16]([OH:18])=[O:17])=[CH:20][CH:21]=2)[CH3:11])=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 89580782HCID 89580782, compound

Product 1

HCID 89580975HCID 89580975, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixed solution of methanol (10 mL) and water (2 mL), methyl 4-(1-(pyridin-4-yloxy)ethyl)benzoate (151 mg, 0.59 mmol) and lithium hydroxide were added. The mixture was stirred at room temperature for 12 hours. Then the reaction mixture was acidified by hydrogen chloride aqueous solution (1N) to adjust pH=6, and then extracted with dichloromethane (20 mL×3). And the mixture was concentrated to give 4-(1-(pyridin-4-yloxy)ethyl)benzoic acid (127 mg, 88%).

Workup

  1. extractionextracted with dichloromethane (20 mL×3)
  2. concentrationAnd the mixture was concentrated

Sources & evidence

ORD record
ord-dbc38e9d275d4840ae2471b559e20d05
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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