HCID 66713973, compound → HCID 66714071, compound

HRID 522479Notes

Reaction equation

HRID 522479 reaction equation
C([O:3][C:4]1[C:12]2[CH:8]([C:9](O)([C:13]([O:15][CH2:16][CH3:17])=[O:14])[O:10][N:11]=2)[CH2:7][CH2:6][CH:5]=1)C>CCO.Cl>[O:3]=[C:4]1[C:12]2[C:8](=[C:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[O:10][N:11]=2)[CH2:7][CH2:6][CH2:5]1

Participants

4

Reactant 1

HCID 66713973HCID 66713973, compound

Product 1

HCID 66714071HCID 66714071, compoundYield 35%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

To a solution of ethyl 7-ethoxy-3-hydroxy-3,3a,4,5-tetrahydro-2,1-benzisoxazole-3-carboxylate 1.35 g (5.29 mmol) in 10 mL of EtOH, 1 mL of HCl 36% was added. The mixture was stirred at reflux for 2 hours. After cooling the solvent was removed under reduced pressure and the crude solid was purified by flash chromatography on silica gel (eluant: AcOEt/Hexane 2/8) to afford 0.380 g (35% yield) of the title compound as a white solid.

Workup

  1. temperatureat reflux for 2 hours
  2. temperatureAfter cooling the solvent
  3. customwas removed under reduced pressure
  4. customthe crude solid was purified by flash chromatography on silica gel (eluant: AcOEt/Hexane 2/8)

Sources & evidence

ORD record
ord-4871f3bd9c224b24b0f5ac236c2e1fa3
Source dataset
uspto-grants-2016_05
Patent number
US09333205B2

Reaction notes

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