3,5-Dimethoxybenzaldehyde → (2Z)-3-(3,5-dimethoxyphenyl)-2-{4-[(8-hydroxyoctyl)oxy]phenyl}prop-2-enenitrile

HRID 2204902Notes

Reaction equation

HRID 2204902 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]#[N:19])=[CH:13][CH:12]=1.[CH3:20][O:21][C:22]1[CH:23]=[C:24]([CH:27]=[C:28]([O:30][CH3:31])[CH:29]=1)[CH:25]=O>>[CH3:31][O:30][C:28]1[CH:27]=[C:24](/[CH:25]=[C:17](/[C:14]2[CH:13]=[CH:12][C:11]([O:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][OH:1])=[CH:16][CH:15]=2)\[C:18]#[N:19])[CH:23]=[C:22]([O:21][CH3:20])[CH:29]=1

Participants

3

Reactant 2

HCID 817473,5-DimethoxybenzaldehydeHCID 71272497HCID 71272497, compound

Product 1

HCID 71272475(2Z)-3-(3,5-dimethoxyphenyl)-2-{4-[(8-hydroxyoctyl)oxy]phenyl}prop-2-enenitrileYield 68%

Procedure

(2Z)-3-(3,5-dimethoxyphenyl)-2-{4-[(8-hydroxyoctyl)oxy]phenyl}prop-2-enenitrile is prepared starting from {4-[(8-hydroxyoctyl)oxy]phenyl}acetonitrile and the commercial 3,5-dimethoxybenzaldehyde according the same procedure following for example 1 in 68% yield. This material proves chromatographically homogenous and displays spectral characteristics consistent with its assigned structure.

Sources & evidence

ORD record
ord-ac67e16e755343be88ed2e04e5642937
Source dataset
uspto-grants-2016_06
Patent number
US09366906B2

Reaction notes

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