Hydrochloric Acid → HCID 89580822, compound

HRID 1501187Notes

Reaction equation

HRID 1501187 reaction equation
[O:1]1[CH2:6][CH2:5][CH:4]([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])[CH2:3][CH2:2]1.O.[OH-].[Li+].Cl>CO.O>[O:1]1[CH2:2][CH2:3][CH:4]([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])[CH2:5][CH2:6]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 89581046HCID 89581046, compound

Product 1

HCID 89580822HCID 89580822, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To the solution of methyl 4-(1-(tetrahydro-2H-pyran-4-yloxy)ethyl)benzoate (379 mg, 1.44 mmol) in methanol (15 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 (1 N) to adjust pH=6 and extracted with dichloromethane (10 mL*3). The organic layers were combined and concentrated to give 4-(1-(tetrahydro-2H-pyran-4-yloxy)ethyl)benzoic acid (326 mg, 91%)

Workup

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

Sources & evidence

ORD record
ord-63239962af7846a28edbf11e0f9c7d3a
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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