3,4-(Methylenedioxy)phenylacetonitrile → HCID 71272566, compound

HRID 2204906Notes

Reaction equation

HRID 2204906 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][CH:15]=1.[CH2:22]1[O:30][C:29]2[CH:28]=[CH:27][C:26]([CH2:31][C:32]#[N:33])=[CH:25][C:24]=2[O:23]1>>[O:30]1[C:29]2[CH:28]=[CH:27][C:26](/[C:31](=[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])=[CH:15][CH:16]=3)/[C:32]#[N:33])=[CH:25][C:24]=2[O:23][CH2:22]1

Participants

3

Reactant 2

HCID 781783,4-(Methylenedioxy)phenylacetonitrileHCID 149659774-[(11-Hydroxyundecyl)oxy]benzaldehyde

Product 1

HCID 71272566HCID 71272566, compoundYield 73%

Procedure

(2Z)-2-(1,3-benzodioxol-5-yl)-3-{4-[(11-hydroxyundecyl)oxy]phenyl}prop-2-enenitrile is prepared starting from 4-[(11-hydroxyundecyl)oxy]benzaldehyde and commercial [3,4-(methylenedioxy)phenyl]acetonitrile according the same procedure following for example 1 in 73% yield. This material proves chromatographically homogenous and displays spectral characteristics consistent with its assigned structure.

Sources & evidence

ORD record
ord-eeccb24abb714c25bbd3ceb12ffd13d9
Source dataset
uspto-grants-2016_06
Patent number
US09366906B2

Reaction notes

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