Hydroxyamine hydrochloride → HCID 86634180, compound

HRID 1928808Notes

Reaction equation

HRID 1928808 reaction equation
[CH:1]1([N:4]2[CH:9]3[CH2:10][CH2:11][CH2:12][CH:5]2[CH2:6][C:7](=O)[CH2:8]3)[CH2:3][CH2:2]1.Cl.[NH2:15][OH:16]>C(O)C>[CH:1]1([N:4]2[CH:9]3[CH2:10][CH2:11][CH2:12][CH:5]2[CH2:6][C:7](=[N:15][OH:16])[CH2:8]3)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 45792670HCID 45792670, compound

Product 1

HCID 86634180HCID 86634180, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of the above described 9-cyclopropyl-9-aza-bicyclo[3.3.1]nonan-3-one (890 mg, 5.0 mmol) in ethanol (20 mL) and hydroxylamine hydrochloride (366 mg, 5.3 mmol) was refluxed for 6 h. The reaction mixture was evaporated totally, the residue extracted with ethyl acetate and sodium bicarbonate solution, the organic layers dried over Na2SO4, filtered and the solvents evaporated to give the title compound as a white solid. (890 mg, 100%); MS: m/e=195.2 (M+H+).

Workup

  1. additionA mixture of the
  2. temperaturewas refluxed for 6 h
  3. customThe reaction mixture was evaporated totally
  4. extractionthe residue extracted with ethyl acetate and sodium bicarbonate solution
  5. dry with materialthe organic layers dried over Na2SO4
  6. filtrationfiltered
  7. customthe solvents evaporated

Sources & evidence

ORD record
ord-e45c92c4410d436faf12e54da51e5baf
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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