4-Methoxybenzaldehyde → 4-[2-(4-Methoxyphenyl)ethenyl]benzenamine

HRID 1884159Notes

Reaction equation

C(OP([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=1)(=O)OCC)C.[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:9][C:10]2[CH:11]=[CH:12][C:13]([NH2:16])=[CH:14][CH:15]=2)=[CH:23][CH:22]=1

Participants

Reactant 2

HCID 312444-Methoxybenzaldehyde

HCID 256065Diethyl 4-nitrobenzylphosphonate

Product 1

HCID 1549104-[2-(4-Methoxyphenyl)ethenyl]benzenamineYield 69%

Procedure

Prepared in analogy to example 56b) from (4-nitro-benzyl)-phosphonic acid diethyl ester and 4-methoxy-benzaldehyde. Yellow solid. Yield=69%. MS: m/e=225.9 (M+).

Sources & evidence

ORD record: ord-5b291bb2296a447e8525da729d600dec
Source dataset: uspto-grants-2004_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06762320B2

Reaction notes

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