Water → HCID 86746096, compound

HRID 847359Notes

Reaction equation

HRID 847359 reaction equation
[C:1]1([C:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:8]2[CH:12]3[CH2:13][CH2:14][CH:9]2[C:10](=O)[CH2:11]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[NH2:23][OH:24].C(=O)([O-])[O-].[K+].[K+].O>C(O)C>[C:1]1([C:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:8]2[CH:12]3[CH2:13][CH2:14][CH:9]2[C:10](=[N:23][OH:24])[CH2:11]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 13452439HCID 13452439, compound

Product 1

HCID 86746096HCID 86746096, compoundYield 84.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

33.7 g (129 mmol) of 7-diphenylmethylenebicyclo[2.2.1]-heptane-2-one were stirred with 9.9 g (142 mmol) of hydroxylamine hydrochloride and 17.8 g (129 mmol) of potassium carbonate in 50 ml of ethanol at room temperature for four hours. Then 200 ml of water were added, and the mixture was extracted three times wit 100 ml of methylene chloride. The combined methylene chloride phases were washed three times with 300 ml of water, dried over sodium sulfate and concentrated in vacuo. 31.7 g of 7-diphenylmethylenebicyclo[2.2.1]heptane-2-one oxime were obtained as an amorphous solid. ##STR17##

Workup

  1. extractionthe mixture was extracted three times wit 100 ml of methylene chloride
  2. washThe combined methylene chloride phases were washed three times with 300 ml of water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f23e6340d2b5429d93d9919f5e4f2d49
Source dataset
uspto-grants-1992_08
Patent number
US05141937

Reaction notes

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