3,4-(Methylenedioxy)phenylacetonitrile → HCID 71278335, compound

HRID 2204930Notes

Reaction equation

HRID 2204930 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][OH:24])[CH:7]=O)[CH3:2].[O:25]1[C:29]2[CH:30]=[CH:31][C:32]([CH2:34][C:35]#[N:36])=[CH:33][C:28]=2[O:27][CH2:26]1>>[O:25]1[C:29]2[CH:30]=[CH:31][C:32](/[C:34](=[CH:7]/[C:6]3[CH:9]=[CH:10][C:11]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][OH:24])=[C:4]([O:3][CH2:1][CH3:2])[CH:5]=3)/[C:35]#[N:36])=[CH:33][C:28]=2[O:27][CH2:26]1

Participants

3

Reactant 2

HCID 781783,4-(Methylenedioxy)phenylacetonitrileHCID 86725138HCID 86725138, compound

Product 1

HCID 71278335HCID 71278335, compoundYield 96%

Procedure

(2Z)-2-(1,3-benzodioxol-5-yl)-3-{3-ethoxy-4-[(11-hydroxyundecyl)oxy]phenyl}prop-2-enenitrile is prepared from 3-ethoxy-4-[(11-hydroxyundecyl)oxy]benzaldehyde and 1,3-benzodioxol-5-ylacetonitrile according the same procedure following for example 10 in 96% yield. This material proves chromatographically homogenous and displays spectral characteristics consistent with its assigned structure.

Sources & evidence

ORD record
ord-1868aac81a7343b2804b2138e358a633
Source dataset
uspto-grants-2016_06
Patent number
US09366906B2

Reaction notes

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