3,4-(Methylenedioxy)phenylacetonitrile → (2Z)-2-(1,3-benzodioxol-5-yl)-3-{4-[(6-hydroxyhexyl)oxy]-3-methoxyphenyl}prop-2-enenitrile

HRID 2204918Notes

Reaction equation

HRID 2204918 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][C:10]=1[O:17][CH3:18].[O:19]1[C:23]2[CH:24]=[CH:25][C:26]([CH2:28][C:29]#[N:30])=[CH:27][C:22]=2[O:21][CH2:20]1>>[O:19]1[C:23]2[CH:24]=[CH:25][C:26](/[C:28](=[CH:13]/[C:12]3[CH:15]=[CH:16][C:9]([O:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][OH:1])=[C:10]([O:17][CH3:18])[CH:11]=3)/[C:29]#[N:30])=[CH:27][C:22]=2[O:21][CH2:20]1

Participants

3

Reactant 2

HCID 781783,4-(Methylenedioxy)phenylacetonitrileHCID 180087914-[(6-Hydroxyhexyl)oxy]-3-methoxybenzaldehyde

Product 1

HCID 71272599(2Z)-2-(1,3-benzodioxol-5-yl)-3-{4-[(6-hydroxyhexyl)oxy]-3-methoxyphenyl}prop-2-enenitrileYield 85%

Procedure

(2Z)-2-(1,3-benzodioxol-5-yl)-3-{4-[(6-hydroxyhexyl)oxy]-3-methoxyphenyl}prop-2-enenitrile is prepared from 4-[(6-hydroxyhexyl)oxy]-3-methoxybenzaldehyde and 1,3-benzodioxol-5-ylacetonitrile according the same procedure following for example 10 in 85% yield. This material proves chromatographically homogenous and displays spectral characteristics consistent with its assigned structure.

Sources & evidence

ORD record
ord-e02c8f1c847a4396bf4abc2666424691
Source dataset
uspto-grants-2016_06
Patent number
US09366906B2

Reaction notes

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