Hydrochloric Acid → HCID 70869299, compound

HRID 332597Notes

Reaction equation

HRID 332597 reaction equation
[C:1]([O:5][C:6](=[O:18])[CH2:7][C:8]1[O:9][C:10]([C:13]([O:15]CC)=[O:14])=[CH:11][CH:12]=1)([CH3:4])([CH3:3])[CH3:2].Cl>O1CCCC1.[OH-].[Na+]>[C:1]([O:5][C:6]([CH2:7][C:8]1[O:9][C:10]([C:13]([OH:15])=[O:14])=[CH:11][CH:12]=1)=[O:18])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 70869431HCID 70869431, compound

Product 1

HCID 70869299HCID 70869299, compoundYield 24.2%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

5-Ethoxycarbonylfuran-2-ylacetic acid tert-butyl ester (0.37 g, 1.46 mmol) obtained in step 2 was dissolved in tetrahydrofuran (2 mL), dissolved in 1N aqueous sodium hydroxide solution (1.5 mL), and the mixture was stirred overnight. 1N Hydrochloric acid (1.5 mL) was added to the reaction mixture, and the mixture was neutralized, purified by high performance liquid chromatography and freeze-dried to give the title compound (80 mg).

Workup

  1. custompurified by high performance liquid chromatography
  2. customfreeze-dried

Sources & evidence

ORD record
ord-05303228cf194ed7a57fe408abe88c3b
Source dataset
uspto-grants-2014_11
Patent number
US08877805B2

Reaction notes

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