3,4-(Methylenedioxy)phenylacetonitrile → HCID 86725130, compound

HRID 2204910Notes

Reaction equation

HRID 2204910 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:21]=[CH:20][C:17]([CH:18]=O)=[CH:16][C:15]=1[O:22][CH3:23].[CH2:24]1[O:32][C:31]2[CH:30]=[CH:29][C:28]([CH2:33][C:34]#[N:35])=[CH:27][C:26]=2[O:25]1>>[O:32]1[C:31]2[CH:30]=[CH:29][C:28](/[C:33](=[CH:18]/[C:17]3[CH:20]=[CH:21][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:22][CH3:23])[CH:16]=3)/[C:34]#[N:35])=[CH:27][C:26]=2[O:25][CH2:24]1

Participants

3

Reactant 2

HCID 781783,4-(Methylenedioxy)phenylacetonitrileHCID 59539818HCID 59539818, compound

Product 1

HCID 86725130HCID 86725130, compoundYield 65%

Procedure

(2Z)-2-(1,3-benzodioxol-5-yl)-3-{4-[(11-hydroxyundecyl)oxy]-3-methoxyphenyl}prop-2-enenitrile is prepared starting from 4-[(11-hydroxyundecyl)oxy]-3-methoxybenzaldehyde and commercial [3,4-(methylenedioxy)phenyl]acetonitrile according the same procedure following for example 1 in 65% yield. This material proves chromatographically homogenous and displays spectral characteristics consistent with its assigned structure.

Sources & evidence

ORD record
ord-e8b48aabe3de48e5aeccba46f4b3c163
Source dataset
uspto-grants-2016_06
Patent number
US09366906B2

Reaction notes

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