4-Methoxybenzaldehyde → (E)-1-Methoxy-4-(2-(4-nitrophenyl)ethenyl)benzene

HRID 1823045Notes

Reaction equation

[N+:1]([C:4]1[CH:18]=[CH:17][C:7]([CH2:8]P(=O)(OCC)OCC)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH:25]=O)=[CH:23][CH:22]=1>>[CH3:19][O:20][C:21]1[CH:28]=[CH:27][C:24](/[CH:25]=[CH:8]/[C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:18][CH:17]=2)=[CH:23][CH:22]=1

Participants

Reactant 2

HCID 312444-Methoxybenzaldehyde

HCID 256065Diethyl 4-nitrobenzylphosphonate

Product 1

HCID 745105(E)-1-Methoxy-4-(2-(4-nitrophenyl)ethenyl)benzene

Procedure

In an analogous manner to that described in Example 36a), the reaction of diethyl (4-nitrobenzyl)phosphonate with 4-methoxybenzaldehyde yields the (E)-1-methoxy-4-[2-(4-nitrophenyl)ethenyl]-benzene as a yellow solid; MS: m/e=255 (M+H)+.

Sources & evidence

ORD record: ord-32526a28e92d4a1cb96386b37df729ab
Source dataset: uspto-grants-2006_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07037935B2

Reaction notes

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