Aluminum → HCID 74031282, compound

HRID 280323Notes

Reaction equation

HRID 280323 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[C:10]([N+:12]([O-])=[O:13])[CH3:11])=[CH:5][CH:4]=1)[CH3:2].[Al]>O1CCCC1>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](=[N:12][OH:13])[CH3:11])=[CH:5][CH:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 5359268AluminumHCID 53829467HCID 53829467, compound

Product 1

HCID 74031282HCID 74031282, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1-(4-Ethylphenyl)-2-nitroprop-1-ene (prepared in the manner described in Preparation 7), (13.6 g) in tetrahydrofuran was added to aluminium amalgam (prepared from aluminium foil (10.7 g) and mercuric chloride (7.3 g) in tetrahydrofuran and the reaction temperature kept to 35°. The reaction mixture was left for 1h at room temperature, filtered, the solvent dried (MgSO4) and evaporated to give 4-ethylphenylacetone oxime (10.2 g) as a brown oil. This was dissolved in methanol and heated under reflux with a solution of sodium metabisulphite (44 g) in water for 6h. Concentrated hydrochloric acid was added to the cooled solution and left at room temperature for 2h. Extraction with chloroform and distillisation gave 4-ethylphenyl acetone, 6.02 g, bp 45/1 mm.

Workup

  1. customkept to 35°
  2. filtrationfiltered
  3. dry with materialthe solvent dried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-d290a2e9b9a4411a8420ece5e9329176
Source dataset
uspto-grants-1986_05
Patent number
US04588749

Reaction notes

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