Hydroxyamine hydrochloride → HCID 86634179, compound

HRID 1928800Notes

Reaction equation

HRID 1928800 reaction equation
[F:1][C:2]([F:15])([F:14])[CH2:3][N:4]1[CH:9]2[CH2:10][CH2:11][CH2:12][CH:5]1[CH2:6][C:7](=O)[CH2:8]2.Cl.[NH2:17][OH:18]>C(O)C>[F:1][C:2]([F:15])([F:14])[CH2:3][N:4]1[CH:9]2[CH2:10][CH2:11][CH2:12][CH:5]1[CH2:6][C:7](=[N:17][OH:18])[CH2:8]2

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 62714827HCID 62714827, compound

Product 1

HCID 86634179HCID 86634179, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 9-(2,2,2-trifluoro-ethyl)-9-aza-bicyclo[3.3.1]nonan-3-one (CAS no: 209054-63-7) (6.70 g, 30 mmol) in ethanol (100 mL) and hydroxylamine hydrochloride (2.23 g, 32 mmol) was refluxed for 6 h. The reaction mixture was evaporated totally, the residue extracted with dichloromethane and sodium carbonate solution, the organic layers dried over Na2SO4, filtered and the solvents evaporated to give the title compound as a light brown solid. (6.4 g, 89%); MS: m/e=237.1 (M+H+).

Workup

  1. customThe reaction mixture was evaporated totally
  2. extractionthe residue extracted with dichloromethane and sodium carbonate solution
  3. dry with materialthe organic layers dried over Na2SO4
  4. filtrationfiltered
  5. customthe solvents evaporated

Sources & evidence

ORD record
ord-ea24a00d105d41229b1b8448c6ccb289
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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