2-Bromo-2-phenylacetaldehyde → p-Nitroacetophenone

HRID 542278Notes

Reaction equation

HRID 542278 reaction equation
BrC[C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[C:12]([C:14]1C=CC([N+]([O-])=O)=CC=1CBr)=[O:13].BrC(C1C=CC=CC=1)C=O>>[N+:9]([C:7]1[CH:6]=[CH:5][C:4]([C:12](=[O:13])[CH3:14])=[CH:3][CH:8]=1)([O-:11])=[O:10]

Participants

3

Reactant 2

HCID 108889012-Bromo-2-phenylacetaldehydeHCID 86741403Bromomethyl-p-nitro-phenyl-ketone

Product 1

HCID 7487p-NitroacetophenoneYield 98%

Procedure

One proceeds according to Example 14 but bromomethyl-p-nitro-phenyl-ketone is used as starting material in the place of α-bromo-α-phenyl-acetaldehyde. The reaction mixture is not worked up by the extraction method according to Example 14 but by precipitating the product with 50 ml of water, filtering off the same and washing it three times with 20 ml of water each. Thus 16.1 g of the desired compound are obtained, yield 98%.

Workup

  1. extractionThe reaction mixture is not worked up by the extraction method
  2. customby precipitating the product with 50 ml of water
  3. filtrationfiltering off the same and
  4. washwashing it three times with 20 ml of water each

Sources & evidence

ORD record
ord-da7cefb13510455987f10dbb2632f5d7
Source dataset
uspto-grants-1987_04
Patent number
US04656290

Reaction notes

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