Pyridine → HCID 86610072, compound

HRID 1593026Notes

Reaction equation

HRID 1593026 reaction equation
[CH3:1][CH2:2][C:3](=O)[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].N1C=CC=C[CH:11]=1.Cl.[NH2:17][OH:18]>C(O)C>[CH3:11][O:18][N:17]=[C:3]([CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH2:2][CH3:1]

Participants

5

Reactant 3

HCID 1049PyridineHCID 2467283-OctanoneHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 86610072HCID 86610072, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 8-benzylbicyclo[3.2.1.]octan-3-one (13.66 g) in ethanol (250 ml) was added pyridine (5.69 ml) followed by hydroxylamine hydrochloride (4.85 g) and the resulting mixture was refluxed for 18 hours. The reaction mixture was allowed to cool to room temperature and then partitioned between water and dichloromethane. The organic layer was dried and evaporated to give the title compound as a brown solid which was used without further purification. Yield 10.79 g. MS 231 MH+.

Workup

  1. temperaturethe resulting mixture was refluxed for 18 hours
  2. custompartitioned between water and dichloromethane
  3. customThe organic layer was dried
  4. customevaporated

Sources & evidence

ORD record
ord-4483ff2ed0af45fa9c9e8e7a7e2f7df4
Source dataset
uspto-grants-2007_11
Patent number
US07294636B2

Reaction notes

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