3-Chlorobenzaldehyde → (E)-1-Chloro-3-(2-(4-nitrophenyl)ethenyl)benzene

HRID 1823055Notes

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].[Cl:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH:23]=O>>[Cl:19][C:20]1[CH:27]=[CH:26][CH:25]=[C:22](/[CH:23]=[CH:8]/[C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:18][CH:17]=2)[CH:21]=1

Participants

Reactant 2

HCID 114773-Chlorobenzaldehyde

HCID 256065Diethyl 4-nitrobenzylphosphonate

Product 1

HCID 6440392(E)-1-Chloro-3-(2-(4-nitrophenyl)ethenyl)benzene

Procedure

In an analogous manner to that described in Example 36a), the reaction of diethyl (4-nitrobenzyl)phosphonate with 3-chlorobenzaldehyde yields the (E)-1-chloro-3-[2-(4-nitrophenyl)ethenyl]-benzene as an orange crystalline solid; MS: m/e=259 (M)+.

Sources & evidence

ORD record: ord-967a2eb05a8045f98329dbac948d5c13
Source dataset: uspto-grants-2006_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07037935B2

Reaction notes

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