3-Heptanone → Heptan-3-one oxime

HRID 439611

Reaction equation

HRID 439611 reaction equation
[CH3:1][CH2:2][C:3](=O)[CH2:4][CH2:5][CH2:6][CH3:7].Cl.[NH2:10][OH:11]>CO>[CH3:1][CH2:2][C:3](=[N:10][OH:11])[CH2:4][CH2:5][CH2:6][CH3:7]

Participants

4

Procedure

A mixture of (R)-1-azabicyclo 2.2.1!heptan-3-one (U.S. Pat. No. 5,306,718) (2.22 g, 20 mmol) and hydroxylamine hydrochloride (1.39 g, 20 mmol) in MeOH (75 mL) is stirred at 25° C. for 18 hours. The solvent is removed under reduced pressure, the residual solid dissolves in saturated Na2CO3, and is extracted with CHCl3. The organic extracts are dried (Na2CO3), and concentrated to give the oxime. The aqueous layer is concentrated, and re-extracted with CHCl3 to yield additional product.

Workup

  1. additionA mixture of (R)-1-azabicyclo 2.2.1
  2. customThe solvent is removed under reduced pressure
  3. dissolutionthe residual solid dissolves in saturated Na2CO3
  4. extractionis extracted with CHCl3
  5. dry with materialThe organic extracts are dried (Na2CO3)
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-b4f6dc2691024046afdd859e46ea6258
Source dataset
uspto-grants-1996_05
Patent number
US05514812

Linked notes

Loading…