4-Bromobenzaldehyde → HCID 11368788, compound

HRID 1165395Notes

Reaction equation

HRID 1165395 reaction equation
[O-:1][CH2:2][CH3:3].[Na+].[N+:5]([C:8]1[CH:22]=[CH:21][C:11]([CH2:12]P(=O)(OCC)OCC)=[CH:10][CH:9]=1)([O-:7])=[O:6].BrC1[CH:31]=[CH:30][C:27]([CH:28]=O)=[CH:26][CH:25]=1>C(O)C>[CH:2]([C:3]1[CH:31]=[CH:30][C:27](/[CH:28]=[CH:12]/[C:11]2[CH:10]=[CH:9][C:8]([N+:5]([O-:7])=[O:6])=[CH:22][CH:21]=2)=[CH:26][CH:25]=1)=[O:1]

Participants

5

Reactant 3

HCID 707414-BromobenzaldehydeHCID 256065Diethyl 4-nitrobenzylphosphonateHCID 2723922Sodium ethoxide

Product 1

HCID 11368788HCID 11368788, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Sodium ethoxide in ethanol (0.23 g Na in 10 mL ethanol) was added to a solution containing diethyl p-nitrobenzyl-phosphonate (2.73 g, 0.01 mole), 4-bromobenzaldehyde (1.85 g, 0.01 mole) and ethanol (50 mL) at 0° C. The mixture was warmed to room temperature and stirred overnight. The product was filtered, washed with ethanol and vacuum-dried overnight to give trans-4-formyl-4'-nitrostilbene (2.826 g, 0.0093 mole, 93%, m.p. 251°-219° C.).

Workup

  1. filtrationThe product was filtered
  2. washwashed with ethanol
  3. customvacuum-dried overnight

Sources & evidence

ORD record
ord-c685d2dd44194bcca9c196bd9dee4965
Source dataset
uspto-grants-1990_03
Patent number
US04909964

Reaction notes

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