Hydrochloric Acid → HCID 70869430, compound

HRID 332590Notes

Reaction equation

HRID 332590 reaction equation
C[O:2][C:3]([C:5]1[O:6][C:7]([CH2:10][CH:11]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH3:12])=[CH:8][CH:9]=1)=[O:4].[OH-].[Na+].Cl>O1CCCC1.CO>[C:16]([O:15][C:13]([CH:11]([CH3:12])[CH2:10][C:7]1[O:6][C:5]([C:3]([OH:4])=[O:2])=[CH:9][CH:8]=1)=[O:14])([CH3:19])([CH3:17])[CH3:18]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70869425HCID 70869425, compound

Product 1

HCID 70869430HCID 70869430, compoundYield 102.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

5-(2-tert-Butoxycarbonylpropyl)furan-2-carboxylic acid methyl ester (1.0 g, 3.76 mmol) obtained in step 1 was dissolved in tetrahydrofuran (4.5 mL) and methanol (3 mL), 1N aqueous sodium hydroxide solution (4.5 mL) was added, and the mixture was stirred overnight. The mixture was neutralized with 1N hydrochloric acid, extracted with ethyl acetate, and washed successively with water and saturated brine. After drying over anhydrous magnesium sulfate, the drying agent was filtered off, and the solvent was evaporated to give the title compound (0.98 g).

Workup

  1. extractionextracted with ethyl acetate
  2. washwashed successively with water and saturated brine
  3. dry with materialAfter drying over anhydrous magnesium sulfate
  4. filtrationthe drying agent was filtered off
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-873d77dc53594bafb05ead13841a2aa6
Source dataset
uspto-grants-2014_11
Patent number
US08877805B2

Reaction notes

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