2-Bromobenzaldehyde → HCID 11368788, compound

HRID 1089395Notes

Reaction equation

HRID 1089395 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].Br[C:24]1[CH:31]=C[CH:29]=[CH:28][C:25]=1[CH:26]=O>C(O)C>[CH:2]([C:3]1[CH:29]=[CH:28][C:25](/[CH:26]=[CH:12]/[C:11]2[CH:10]=[CH:9][C:8]([N+:5]([O-:7])=[O:6])=[CH:22][CH:21]=2)=[CH:24][CH:31]=1)=[O:1]

Participants

5

Reactant 3

HCID 811292-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-nitrobenzylphosphonate (2.73 g, 0.01 mole), -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. customat 0° C
  2. filtrationThe product was filtered
  3. washwashed with ethanol
  4. customvacuum-dried overnight

Sources & evidence

ORD record
ord-7770ad2490b140b2ba4218814040adbd
Source dataset
uspto-grants-1990_10
Patent number
US04966730

Reaction notes

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