Hydrochloric Acid → 4-(1-Isopropoxyethyl)benzoic acid

HRID 2170470Notes

Reaction equation

HRID 2170470 reaction equation
[CH: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])([CH3:3])[CH3:2].[OH-].[Li+].Cl>CO.O>[CH:1]([O:4][CH:5]([C:7]1[CH:8]=[CH:9][C:10]([C:11]([OH:13])=[O:12])=[CH:15][CH:16]=1)[CH3:6])([CH3:2])[CH3:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 89581255Methyl4-(1-isopropoxyethyl)benzoate

Product 1

HCID 895807134-(1-Isopropoxyethyl)benzoic acidYield 90%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To the solution of methyl 4-(1-isopropoxyethyl)benzoate (161 mg, 0.73 mol) in methanol and water (50 mL/10 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 to give 4-(1-isopropoxyethyl)benzoic acid (137 mg, 90%)

Workup

  1. extractionto 6, extracted with dichloromethane (50 mL*3)
  2. customevaporated the solvent

Sources & evidence

ORD record
ord-d626f6194ecc4b75b857c68d54a6c18a
Source dataset
uspto-grants-2015_06
Patent number
US09051269B2

Reaction notes

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