Water → HCID 86633447, compound

HRID 1881218Notes

Reaction equation

HRID 1881218 reaction equation
[Br:1][C:2]1[C:9]([OH:10])=[C:8]([OH:11])[C:7]([N+:12]([O-:14])=[O:13])=[CH:6][C:3]=1[CH:4]=[O:5].[CH2:15](Br)[CH3:16].[CH:18](N(CC)C(C)C)(C)[CH3:19].O>CN(C)C=O>[Br:1][C:2]1[C:9]([O:10][CH2:18][CH3:19])=[C:8]([O:11][CH2:15][CH3:16])[C:7]([N+:12]([O-:14])=[O:13])=[CH:6][C:3]=1[CH:4]=[O:5]

Participants

6

Reactant 4

HCID 962WaterHCID 6332Ethyl BromideHCID 81531DiisopropylethylamineHCID 19708222HCID 19708222, compound

Product 1

HCID 86633447HCID 86633447, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Bromo-3,4-dihydroxy-5-nitrobenzaldehyde (5.2 g), ethylbromide (4.5 ml) and N,N-diisopropylethylamine (10.5 ml) in N,N-dimethylformamide (50 ml) were stirred at 70° C. for 2 days. The mixture was poured into water and extracted with ether. The organic phase was washed with NaOH-solution, dried with Na2SO4 and evaporated to dryness.

Workup

  1. extractionextracted with ether
  2. washThe organic phase was washed with NaOH-solution
  3. dry with materialdried with Na2SO4
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-42457b0db29f474191d668b6797d42d7
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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