3,4-Dimethoxybenzeneacetonitrile → (2Z)-2-(3,4-dimethoxyphenyl)-3-{4-[(8-hydroxyoctyl)oxy]phenyl}prop-2-enenitrile
Reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1.[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH2:29][C:30]#[N:31])[CH:24]=[CH:25][C:26]=1[O:27][CH3:28]>>[CH3:19][O:20][C:21]1[CH:22]=[C:23](/[C:29](=[CH:15]/[C:14]2[CH:17]=[CH:18][C:11]([O:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][OH:1])=[CH:12][CH:13]=2)/[C:30]#[N:31])[CH:24]=[CH:25][C:26]=1[O:27][CH3:28]Participants
3
Procedure
(2Z)-2-(3,4-dimethoxyphenyl)-3-{4-[(8-hydroxyoctyl)oxy]phenyl}prop-2-enenitrile is prepared starting from 4-[(8-hydroxyoctyl)oxy]benzaldehyde and the commercial (3,4-dimethoxyphenyl)acetonitrile according the same procedure following for example 1 in 46% yield. This material proves chromatographically homogenous and displays spectral characteristics consistent with its assigned structure.
Sources & evidence
- ORD record
- ord-fee935e73d5b438cb5b6bcf572c24c9c
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09366906B2
Reaction notes
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