Sodium Hydroxide → 1-Quinolin-6-yl-ethanone oxime

HRID 16024

Reaction equation

HRID 16024 reaction equation
Cl.[NH2:2][OH:3].[OH-].[Na+].[N:6]1[C:15]2[C:10](=[CH:11][C:12]([C:16](=O)[CH3:17])=[CH:13][CH:14]=2)[CH:9]=[CH:8][CH:7]=1>CCO>[N:6]1[C:15]2[C:10](=[CH:11][C:12]([C:16](=[N:2][OH:3])[CH3:17])=[CH:13][CH:14]=2)[CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 2585591-(Quinolin-6-yl)ethan-1-oneHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 722593651-Quinolin-6-yl-ethanone oximeYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent3×

Procedure

To a suspension of hydroxylamine hydrochloride in EtOH (150 mL) was added a suspension of NaOH (2.4 g, 59.7 mmol) in EtOH (25 mL). The reaction mixture was stirred at ambient temperature for 15 minutes. The precipitated sodium hydrochloride was filtered off. A solution of 1-quinolin-6-yl-ethanone (9.3 g, 54.25 mmol) in EtOH (150 mL) was added. The reaction solution was stirred for 16 hours at ambient temperature. EtOH was removed in vacuum to give 1-quinolin-6-yl-ethanone oxime (10.1 g, >99% yield).

Workup

  1. additionwas added
  2. filtrationThe precipitated sodium hydrochloride was filtered off
  3. stirringThe reaction solution was stirred for 16 hours at ambient temperature
  4. customEtOH was removed in vacuum

Sources & evidence

ORD record
ord-816d608857b34abfbff324ae548cd0f4
Source dataset
uspto-grants-2010_06
Patent number
US07732604B2

Linked notes

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