Hydrochloric Acid → HCID 89581052, compound

HRID 1501244Notes

Reaction equation

HRID 1501244 reaction equation
[F:1][C:2]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:3]=1[O:4][CH:5]([C:7]1[CH:16]=[CH:15][C:10]([C:11]([O:13]C)=[O:12])=[CH:9][CH:8]=1)[CH3:6].[OH-].[Li+].Cl>C1CCC(O)CC1.O>[F:1][C:2]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:3]=1[O:4][CH:5]([C:7]1[CH:16]=[CH:15][C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=1)[CH3:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 89581019HCID 89581019, compound

Product 1

HCID 89581052HCID 89581052, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 17858755HCID 17858755, compoundSolvent

Procedure

To the solution of methyl 4-(1-(2,4-difluorophenoxy)ethyl)benzoate (151 mg, 0.54 mmol) in meth anol/water (50 mL) was added lithium hydroxide (50 mg, 2.1 mmol), the solution was stirred at room temperature for 12 hours. Then the solution was acidified by hydrogen chloride (1 N/mol) pH to 6, extracted with dichloromethane (50 mL*3), evaporated the solvent and the residue was purified by column chromatography (silica gel, Petroleum ether/ethyl acetate=5:1) to give 4-(1-(2,4-difluorophenoxy)ethyl)benzoic acid (127 mg, 88%)

Workup

  1. extractionto 6, extracted with dichloromethane (50 mL*3)
  2. customevaporated the solvent
  3. customthe residue was purified by column chromatography (silica gel, Petroleum ether/ethyl acetate=5:1)

Sources & evidence

ORD record
ord-666f33a581ff46b28e2d7f92bf41696f
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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