4-Nitrobenzaldehyde → 1-Nitro-4-((E)-styryl)-benzene

HRID 1282872Notes

Reaction equation

HRID 1282872 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2]>[Cl-].C([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)C1C=CC=CC=1>[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[CH:8][C:7]2[CH:10]=[CH:11][CH:4]=[CH:5][CH:6]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 1

HCID 5414-Nitrobenzaldehyde

Product 1

HCID 980011-Nitro-4-((E)-styryl)-benzene

Reagents, catalysts & solvents 1

HCID 70671Benzyltriphenylphosphonium chlorideCatalyst

Procedure

Using the procedure of Example 5 benzyltriphenylphosphonium chloride (0.1 mole) and 4-nitrobenzaldehyde (0.1 mole) are reacted to give 4-nitrostilbene. The 4-nitrostilbene is reduced with palladium on charcoal as the catalyst to 4-(2'-phenethyl)aniline, m.p. 46°-50° C.

Workup

  1. customare reacted

Sources & evidence

ORD record
ord-344ce71790de4d70827b7395c0f21780
Source dataset
uspto-grants-1976_08
Patent number
US03972926

Reaction notes

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