Hydrochloric Acid → HCID 67257520, compound

HRID 2371036Notes

Reaction equation

HRID 2371036 reaction equation
[N+:1]([CH2:4][CH:5]([C:12]1[CH:16]=[CH:15][S:14][CH:13]=1)[CH2:6][C:7]([O:9]CC)=[O:8])([O-:3])=[O:2].[OH-].[Na+].Cl>CO>[N+:1]([CH2:4][CH:5]([C:12]1[CH:16]=[CH:15][S:14][CH:13]=1)[CH2:6][C:7]([OH:9])=[O:8])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15696516HCID 15696516, compound

Product 1

HCID 67257520HCID 67257520, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 4-nitro-3-(thiophen-3-yl)butanoate (4.3 g, 18.2 mmol) in MeOH (40 mL) at 0° C. was added 3 N aqueous NaOH (10 mL). The resulting mixture was stirred at room temperature overnight. 2 N HCl was then added to adjust pH to 3˜4 followed by extraction with DCM. The organic extract was washed with brine and dried over anhydrous Na2SO4. After filtration, the solution was concentrated to give the title compound (3.4 g, 87%).

Workup

  1. extractionfollowed by extraction with DCM
  2. extractionThe organic extract
  3. washwas washed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationAfter filtration
  6. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-5ba667b4f8b043638a2c586175f61232
Source dataset
uspto-grants-2014_04
Patent number
US08710245B2

Reaction notes

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