Chlorine → HCID 21933600, compound

HRID 1370166Notes

Reaction equation

HRID 1370166 reaction equation
Cl[O-].[Na+].ClCl.[CH2:6]([C:9]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:10]=1[CH:11]=[N:12][OH:13])[CH:7]=[CH2:8].C([O-])(=O)C.[Na+]>C(Cl)Cl>[Cl:18][C:14]1[CH:15]=[CH:16][CH:17]=[C:9]2[C:10]=1[C:11]1=[N:12][O:13][CH2:8][CH:7]1[CH2:6]2

Participants

6

Reactant 4

HCID 24526ChlorineHCID 517045Sodium AcetateHCID 23665760Sodium HypochloriteHCID 86614460HCID 86614460, compound

Product 1

HCID 21933600HCID 21933600, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At room temperature, 37.0 ml of a sodium hypochloride [sic] solution (12.5% of active chlorine) were added dropwise to a solution of 8.4 g (42.9 mmol) of 2-allyl-6-chlorobenzaldehyde oxime in 100 ml of methylene chloride, and a spatula tip of sodium acetate was added. The mixture was stirred at room temperature for 2 hours, the organic phase was separated off, the aqueous phase was extracted with methylene chloride and the combined organic phases were washed with saturated ammonium chloride solution and dried, and the solvent was removed. This gave 7.0 g (94%) of 8-chloro-3a,4-dihydro-3H-indeno[1,2-c]isoxazol in the form of a viscous oil.

Workup

  1. customthe organic phase was separated off
  2. extractionthe aqueous phase was extracted with methylene chloride
  3. washthe combined organic phases were washed with saturated ammonium chloride solution
  4. customdried
  5. customthe solvent was removed

Sources & evidence

ORD record
ord-5df4b22608d548b68ab4711923485f17
Source dataset
uspto-grants-2003_06
Patent number
US06583089B1

Reaction notes

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