Piperonal → HCID 71272244, compound

HRID 2204908Notes

Reaction equation

HRID 2204908 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]#[N:22])=[CH:16][CH:15]=1.[CH2:23]1[O:33][C:32]2[CH:31]=[CH:30][C:27]([CH:28]=O)=[CH:26][C:25]=2[O:24]1>>[O:33]1[C:32]2[CH:31]=[CH:30][C:27](/[CH:28]=[C:20](/[C:17]3[CH:16]=[CH:15][C:14]([O:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][OH:1])=[CH:19][CH:18]=3)\[C:21]#[N:22])=[CH:26][C:25]=2[O:24][CH2:23]1

Participants

3

Reactant 2

HCID 8438PiperonalHCID 71272593HCID 71272593, compound

Product 1

HCID 71272244HCID 71272244, compoundYield 85%

Procedure

(2Z)-3-(1,3-benzodioxol-5-yl)-2-{4-[(11-hydroxyundecyl)oxy]phenyl}prop-2-enenitrile is prepared starting from 4-[(11-hydroxyundecyl)oxy]-benzeneacetonitrile and commercial 3,4-(methylenedioxy)benzaldehyde according the same procedure following for example 1 in 85% yield. This material proves chromatographically homogenous and displays spectral characteristics consistent with its assigned structure.

Sources & evidence

ORD record
ord-a3fbd58263f1409bbdbfaa3d4fc85e65
Source dataset
uspto-grants-2016_06
Patent number
US09366906B2

Reaction notes

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