Piperonal → HCID 86725131, compound

HRID 2204912Notes

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][C:15]=1[O:23][CH3:24].[CH2:25]1[O:35][C:34]2[CH:33]=[CH:32][C:29]([CH:30]=O)=[CH:28][C:27]=2[O:26]1>>[O:35]1[C:34]2[CH:33]=[CH:32][C:29](/[CH:30]=[C:20](/[C:17]3[CH:18]=[CH:19][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])=[C:15]([O:23][CH3:24])[CH:16]=3)\[C:21]#[N:22])=[CH:28][C:27]=2[O:26][CH2:25]1

Participants

Reactant 2

HCID 8438Piperonal

HCID 71272057HCID 71272057, compound

Product 1

HCID 86725131HCID 86725131, compoundYield 72%

Procedure

(2Z)-3-(1,3-benzodioxol-5-yl)-2-{4-[(11-hydroxyundecyl)oxy]-3-methoxyphenyl}prop-2-enenitrile is prepared starting from {4-[(11-hydroxyundecyl)oxy]-3-methoxyphenyl}acetonitrile and commercial 3,4-(methylenedioxy)benzaldehyde according the same procedure following for example 1 in 72% yield. This material proves chromatographically homogenous and displays spectral characteristics consistent with its assigned structure.

Sources & evidence

ORD record: ord-bab32462840546ee968938733db69739
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09366906B2

Reaction notes

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