Hydrochloric Acid → HCID 89581348, compound

HRID 1501174Notes

Reaction equation

HRID 1501174 reaction equation
[CH:1]1([O:7][CH:8]([C:10]2[CH:19]=[CH:18][C:13]([C:14]([O:16]C)=[O:15])=[CH:12][CH:11]=2)[CH3:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Li+].Cl>CO.O>[CH:1]1([O:7][CH:8]([C:10]2[CH:19]=[CH:18][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=2)[CH3:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 89581398HCID 89581398, compound

Product 1

HCID 89581348HCID 89581348, compoundYield 82.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To the solution of methyl 4-(1-(cyclohexyloxy)ethyl)benzoate (60 mg, 0.23 mmol) in methanol and water (50 mL/10 mL) was added lithium hydroxide (100 mg, 4.2 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 (80 mL*3), evaporated the solvent to give 4-(1-(cyclohexyl oxy)ethyl)benzoic acid (47 mg 82%).

Workup

  1. extractionto 6, extracted with dichloromethane (80 mL*3)
  2. customevaporated the solvent

Sources & evidence

ORD record
ord-e6e58fc965f44055b0f17cae896fdd2d
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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