Hydrochloric Acid → HCID 89581015, compound

HRID 1501167Notes

Reaction equation

HRID 1501167 reaction equation
[O:1]1[CH2:5][CH2:4][CH:3]([O:6][CH:7]([C:9]2[CH:18]=[CH:17][C:12]([C:13]([O:15]C)=[O:14])=[CH:11][CH:10]=2)[CH3:8])[CH2:2]1.O.[OH-].[Li+].Cl>CO.O>[O:1]1[CH2:5][CH2:4][CH:3]([O:6][CH:7]([C:9]2[CH:18]=[CH:17][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=2)[CH3:8])[CH2:2]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 89581058HCID 89581058, compound

Product 1

HCID 89581015HCID 89581015, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To the solution of methyl 4-(1-(tetrahydrofuran-3-yloxy)ethyl)benzoate (371 mg, 1.48 mmol) in methanol (15 mL) and water (5 mL) was added lithium hydroxide hydrate (100 mg, 2.4 mmol) were add ed. The mixture was stirred at room temperature for 12 hours. Then the reaction mixture was acidified by hydrochloric acid aqueous solution (1 N) to adjust pH=6 and extracted with dichloro methane (10 mL×3). The organic layers were combined and concentrated to give 4-(1-(tetrahydrofuran-3-yloxy)ethyl)benzoic acid (311 mg, 89%)

Workup

  1. additionwere add
  2. extractionextracted with dichloro methane (10 mL×3)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-59fef0920a424e879e02d8688f375334
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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