Hydrochloric Acid → HCID 12225608, compound

HRID 1032953Notes

Reaction equation

HRID 1032953 reaction equation
C1O[C:4]([C:6]2[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([N:13]([CH3:15])[CH3:14])[CH:7]=2)([CH3:5])[O:3]C1.Cl.C(=O)([O-])O.[Na+]>O1CCCC1>[CH3:15][N:13]([CH3:14])[C:8]1[CH:7]=[C:6]([C:4](=[O:3])[CH3:5])[CH:11]=[CH:10][C:9]=1[OH:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 19026989HCID 19026989, compound

Product 1

HCID 12225608HCID 12225608, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of the compound (2) (4.73 g, 21.2 mmol) obtained above in tetrahydrofuran (20 ml) and 1N hydrochloric acid (63.5 ml) was heated and stirred for 1.5 hours. The mixture was poured into a saturated aqueous solution of sodium hydrogencarbonate, extracted with ethyl acetate, washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residual solid was washed with hexane and filtrated. Yield 3.46 g (91%).

Workup

  1. temperaturewas heated
  2. extractionextracted with ethyl acetate
  3. washwashed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off
  6. washthe residual solid was washed with hexane
  7. filtrationfiltrated

Sources & evidence

ORD record
ord-460b80a7790d42c3a26014645499889b
Source dataset
uspto-grants-1994_05
Patent number
US05308840

Reaction notes

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