(3,5-Bis(trifluoromethyl)phenyl)acetonitrile → (z)-2-(3,5-Bis-trifluoromethyl-phenyl)-3-(4-hydroxy-phenyl)-acrylonitrile

HRID 2222366Notes

Reaction equation

HRID 2222366 reaction equation
COCCOC[O:7][C:8]1[CH:15]=[CH:14][C:11]([CH:12]=O)=[CH:10][CH:9]=1.[F:16][C:17]([F:32])([F:31])[C:18]1[CH:19]=[C:20]([CH2:28][C:29]#[N:30])[CH:21]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:23]=1>>[F:16][C:17]([F:31])([F:32])[C:18]1[CH:19]=[C:20](/[C:28](=[CH:12]/[C:11]2[CH:10]=[CH:9][C:8]([OH:7])=[CH:15][CH:14]=2)/[C:29]#[N:30])[CH:21]=[C:22]([C:24]([F:25])([F:26])[F:27])[CH:23]=1

Participants

3

Reactant 2

HCID 603657(3,5-Bis(trifluoromethyl)phenyl)acetonitrileHCID 11401561Benzaldehyde, 4-[(2-methoxyethoxy)methoxy]-

Product 1

HCID 9998426(z)-2-(3,5-Bis-trifluoromethyl-phenyl)-3-(4-hydroxy-phenyl)-acrylonitrileYield 17.1%

Procedure

4-Methoxyethoxymethoxybenzaldehyde (420 mg) and 3,5-bis(trifluoromethyl)phenylacetonitrile (506 mg) were subjected to condensation in accordance with process A of (production process 2), and the resultant product was subjected to deprotection in accordance with (production process 3), to thereby produce the target product (122 mg, yield: 17%).

Sources & evidence

ORD record
ord-1bc2f3c711b747e69667d3a3d7eb8dcf
Source dataset
uspto-grants-2008_05
Patent number
US07371773B2

Reaction notes

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