3,4-(Methylenedioxy)phenylacetonitrile → HCID 71272496, compound

HRID 2204921Notes

Reaction equation

HRID 2204921 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][OH:19])[CH:7]=O)[CH3:2].[O:20]1[C:24]2[CH:25]=[CH:26][C:27]([CH2:29][C:30]#[N:31])=[CH:28][C:23]=2[O:22][CH2:21]1>>[O:20]1[C:24]2[CH:25]=[CH:26][C:27](/[C:29](=[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][OH:19])=[C:4]([O:3][CH2:1][CH3:2])[CH:5]=3)/[C:30]#[N:31])=[CH:28][C:23]=2[O:22][CH2:21]1

Participants

3

Reactant 2

HCID 781783,4-(Methylenedioxy)phenylacetonitrileHCID 86725133HCID 86725133, compound

Product 1

HCID 71272496HCID 71272496, compoundYield 96%

Procedure

(2Z)-2-(1,3-benzodioxol-5-yl)-3-{3-ethoxy-4-[(6-hydroxyhexyl)oxy]phenyl}prop-2-enenitrile is prepared starting from 3-ethoxy-4-[(6-hydroxyhexyl)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-96aef3fe53dd43c38a5ac986cb82e110
Source dataset
uspto-grants-2016_06
Patent number
US09366906B2

Reaction notes

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