HCID 15557311, compound → 2H-1,5-Benzodioxepin-3(4H)-one

HRID 1597437Notes

Reaction equation

HRID 1597437 reaction equation
OC[C:3]1([OH:14])[CH2:9][O:8][C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=2[O:5][CH2:4]1>C1COCC1.O>[O:5]1[C:6]2[CH:13]=[CH:12][CH:11]=[CH:10][C:7]=2[O:8][CH2:9][C:3](=[O:14])[CH2:4]1

Participants

4

Reactant 1

HCID 15557311HCID 15557311, compound

Product 1

HCID 113097002H-1,5-Benzodioxepin-3(4H)-oneYield 62%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of Example 280B (5.29 g, 27 mmol) in THF (50 mL) was treated with a suspension of NaIO4 (6.33 g, 30 mmol) in water (10 ml) and THF (50 mL), then stirred at rt for 1.5 h. Diluted with water, extracted twice with ether. The combined organics were washed with brine, dried (MgSO4), filtered and concentrated. The residue was suspended in ether, filtered and the filtrate was concentrated to give 2.75 g (55%) of the title compound as a yellow oil.

Workup

  1. extractionextracted twice with ether
  2. washThe combined organics were washed with brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-71c14b2671314246a750a5337770f168
Source dataset
uspto-grants-2001_09
Patent number
US06294573B1

Reaction notes

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