2,3-dihydro-1-benzoxepine → HCID 13149080, compound

HRID 2375251Notes

Reaction equation

HRID 2375251 reaction equation
[O:1]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH:5]=[CH:4][CH2:3][CH2:2]1.C(=O)([O-])[OH:13].[Na+].OOS([O-])=O.[K+]>C(OCC)(=O)C.O.O>[O:13]1[CH:5]2[CH:4]1[CH2:3][CH2:2][O:1][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=12

Participants

6

Reactant 3

HCID 2567432,3-dihydro-1-benzoxepineHCID 516892Sodium BicarbonateHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 13149080HCID 13149080, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 22728543Water ethylacetateSolvent

Procedure

To 0.5 g of 2,3-dihydro-1-benzoxepin (3.42 mmol), prepared according to the method described in J. Org. Chem., 1969, 34 (1), 207, dissolved in 30 ml of a mixture of ethyl acetate/water 50/50, there are added 1.44 g of sodium hydrogen carbonate (17.1 mmol) and then, over 1 hour, a solution of 2.1 g of Oxone® (3.42 mmol) in 15 ml of water. After the end of the addition, stirring is carried out for a further hour and then the organic phase is separated off. The aqueous phase is again extracted with 10 ml of ethyl acetate, and the combined organic phases are washed with water, dried, filtered and evaporated to dryness to yield the expected product in the form of an oil.

Workup

  1. additionAfter the end of the addition
  2. waitis carried out for a further hour
  3. customthe organic phase is separated off
  4. extractionThe aqueous phase is again extracted with 10 ml of ethyl acetate
  5. washthe combined organic phases are washed with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated to dryness

Sources & evidence

ORD record
ord-4f38837675f944eca7b57a6d59425b14
Source dataset
uspto-grants-2008_12
Patent number
US07465733B2

Reaction notes

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