Hydrochloric Acid → HCID 89580938, compound

HRID 1479766Notes

Reaction equation

HRID 1479766 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][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].O.[OH-].[Li+].Cl>CO.O>[CH3:1][O:2][CH2:3][CH2:4][CH:5]([C:7]1[CH:8]=[CH:9][C:10]([C:11]([OH:13])=[O:12])=[CH:15][CH:16]=1)[CH3:6]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 89580552HCID 89580552, compound

Product 1

HCID 89580938HCID 89580938, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To the solution of methyl 4-(4-methoxybutan-2-yl)benzoate (211 mg, 0.95 mmol) in methanol (30 mL) and water (5 mL) was added lithium hydroxide hydrate (100 mg, 2.4 mmol) were added. The mixture was stirred at room temperature for 12 hours. Then the reaction mixture was acidified by hydrochloric acid aqueous solution (1N) to adjust pH=6 and extracted with dichloromethane (10 mL×3). The organic layers were combined and concentrated to give 4-(4-methoxybutan-2-yl)benzoic acid (177 mg, 90%).

Workup

  1. additionwere added
  2. extractionextracted with dichloromethane (10 mL×3)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-6a5edb0f6ea6494b993c79703d3c5c87
Source dataset
uspto-grants-2016_08
Patent number
US09409865B2

Reaction notes

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