3,4-Dimethoxybenzeneacetonitrile → HCID 23089854, compound

HRID 2222375Notes

Reaction equation

HRID 2222375 reaction equation
[CH2:1]([O:3][CH:4]([O:13][CH2:14][CH3:15])[C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1)[CH3:2].[CH3:16][O:17][C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][C:26]=1[O:27][CH3:28])[CH2:21][C:22]#[N:23]>>[CH2:1]([O:3][CH:4]([O:13][CH2:14][CH3:15])[C:5]1[CH:12]=[CH:11][C:8](/[CH:9]=[C:21](/[C:20]2[CH:24]=[CH:25][C:26]([O:27][CH3:28])=[C:18]([O:17][CH3:16])[CH:19]=2)\[C:22]#[N:23])=[CH:7][CH:6]=1)[CH3:2]

Participants

3

Reactant 2

HCID 667273,4-DimethoxybenzeneacetonitrileHCID 5959934-(Diethoxymethyl)benzaldehyde

Product 1

HCID 23089854HCID 23089854, compoundYield 89.1%

Procedure

4-Diethoxymethyl-benzaldehyde (4.16 g) and 3,4-dimethoxybenzyl cyanide (3.54 g) were subjected to condensation in accordance with process A of (production process 2), to thereby produce (Z)-3-(4-diethoxymethyl-phenyl)-2-(3,4-dimethoxy-phenyl)-acrylonitrile (6.54 g, yield: 89%). The thus-produced (Z)-3-(4-diethoxymethyl-phenyl)-2-(3,4-dimethoxy-phenyl)-acrylonitrile (1.84 g) was dissolved in methanol, and water and 2N sulfuric acid were added to the resultant solution, followed by stirring, to thereby produce the target product (1.20 g, yield: 82%).

Sources & evidence

ORD record
ord-015a59ceb86841cbb964feed51d65c9e
Source dataset
uspto-grants-2008_05
Patent number
US07371773B2

Reaction notes

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