Water → HCID 10085765, compound

HRID 2222376Notes

Reaction equation

HRID 2222376 reaction equation
C([O:3][CH:4](OCC)[C:5]1[CH:10]=[CH:9][C:8](/[CH:11]=[C:12](/[C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=2)\[C:13]#[N:14])=[CH:7][CH:6]=1)C.O.S(=O)(=O)(O)O>CO>[CH3:24][O:23][C:17]1[CH:16]=[C:15](/[C:12](=[CH:11]/[C:8]2[CH:7]=[CH:6][C:5]([CH:4]=[O:3])=[CH:10][CH:9]=2)/[C:13]#[N:14])[CH:20]=[CH:19][C:18]=1[O:21][CH3:22]

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 23089854HCID 23089854, compound

Product 1

HCID 10085765HCID 10085765, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Diethoxymethyl-benzaldehyde (4.16 g) and 3,4-dimethoxybenzyl cyanide (3.54 g) were subjected to condensation in accordance with process A of (production process 2), to thereby produce (Z)-3-(4-diethoxymethyl-phenyl)-2-(3,4-dimethoxy-phenyl)-acrylonitrile (6.54 g, yield: 89%). The thus-produced (Z)-3-(4-diethoxymethyl-phenyl)-2-(3,4-dimethoxy-phenyl)-acrylonitrile (1.84 g) was dissolved in methanol, and water and 2N sulfuric acid were added to the resultant solution, followed by stirring, to thereby produce the target product (1.20 g, yield: 82%).

Sources & evidence

ORD record
ord-25c0154778eb4ea9a59d0e0095ace1ca
Source dataset
uspto-grants-2008_05
Patent number
US07371773B2

Reaction notes

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