Hydrochloric Acid → HCID 22555951, compound

HRID 985155Notes

Reaction equation

HRID 985155 reaction equation
[OH:1][C:2]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:11][CH3:12])[CH:9]=2)[C:4](=[O:13])N1C1C=CC=CC=1.Cl.[O:27]1CCOCC1>C(O)(=O)C>[OH:27][C:2]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:11][CH3:12])[CH:9]=2)[C:4](=[O:13])[O:1]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 22555997HCID 22555997, compound

Product 1

HCID 22555951HCID 22555951, compoundYield 54.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 109 (3.11 g, 9.39 mmol), 6N hydrochloric acid (150 mL), and dioxane (150 mL) was heated at reflux under Ar for 18 h. Acetic acid (50 mL) was added and refluxing was continued for an additional 4 h. The organic solvents were removed in vacuo and the remaining aqueous was extracted with ethyl acetate (3×), washed with brine and dried with sodium sulfate (anh.). Filtration followed by removal of the solvent in vacuo gave 110 as a white solid (1.32 g, 5.16 mmol, 54.9%)

Workup

  1. temperatureat reflux under Ar for 18 h
  2. temperaturerefluxing
  3. customThe organic solvents were removed in vacuo
  4. extractionthe remaining aqueous was extracted with ethyl acetate (3×)
  5. washwashed with brine
  6. dry with materialdried with sodium sulfate (anh.)
  7. filtrationFiltration
  8. customfollowed by removal of the solvent in vacuo

Sources & evidence

ORD record
ord-13149f50257f498eafd040288f25abd1
Source dataset
uspto-grants-2005_03
Patent number
US06870055B2

Reaction notes

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