Hydrochloric Acid → HCID 178470546, compound

HRID 1532020Notes

Reaction equation

HRID 1532020 reaction equation
[OH:1][C:2]1[C:6]([CH3:7])=[C:5]([C:8]([OH:10])=[O:9])[O:4][N:3]=1.Cl.[CH3:12][CH2:13]O>>[OH:1][C:2]1[C:6]([CH3:7])=[C:5]([C:8]([O:10][CH2:12][CH3:13])=[O:9])[O:4][N:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 178431796HCID 178431796, compound

Product 1

HCID 178470546HCID 178470546, compoundYield 100%

Procedure

3-Hydroxy-4-methylisoxazole-5-carboxylic acid (6.0 g, 42 mmol) and a saturated solution of HCl in EtOH (110 mL) was boiled under reflux for 4 h. The solution was concentrated in vacuo and the residue dissolved in EtOAc, dried (MgSO4) and evaporated in vacuo to give crude title compound (7.2 g, 100%). A small sample was recrystallized (EtOAc/heptane) to give colorless crystals: mp 133-134° C. The crude product was used in the next step without further purification.

Workup

  1. temperatureunder reflux for 4 h
  2. concentrationThe solution was concentrated in vacuo
  3. dissolutionthe residue dissolved in EtOAc
  4. dry with materialdried (MgSO4)
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-c01cd5dc3fc74e3dbc5289fa181187f0
Source dataset
uspto-grants-2001_03
Patent number
US06200999B1

Reaction notes

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