Water → 2-(3-Benzyloxy-4-nitrobenzyl)-cyclohexanone Oxime

HRID 660550Notes

Reaction equation

HRID 660550 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:20]=[CH:21][C:22]=1[N+:23]([O-:25])=[O:24])[CH2:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][C:14]1=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:27][OH:28].C([O-])(=O)C.[Na+].O>CO>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:20]=[CH:21][C:22]=1[N+:23]([O-:25])=[O:24])[CH2:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][C:14]1=[N:27][OH:28])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 688393162-(3-Benzyloxy-4-nitrobenzyl)-cyclohexanone

Product 1

HCID 866325742-(3-Benzyloxy-4-nitrobenzyl)-cyclohexanone Oxime

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-(3-benzyloxy-4-nitrobenzyl)-cyclohexanone (1.0 g, 2.95 mmol), hydroxylamine hydrochloride (407 mg, 5.9 mmol) and sodium acetate (726 mg, 8.85 mmol) in MeOH (20 mL)/water (4 mL) is stirred at RT for 18 h. The resulting precipitate is filtered and washed with water to give the title compound as a yellow solid: (M+1)+=355.

Workup

  1. filtrationThe resulting precipitate is filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-77552b5751b541f8a90ecf2119f0275c
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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