2-Propenal, 3-(4-hydroxy-3,5-dimethoxyphenyl)- → HCID 10156502, compound

HRID 1818037Notes

Reaction equation

HRID 1818037 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([O:14][CH3:15])[C:12]=1[OH:13])[CH:6]=[CH:7][CH:8]=O.[C:16]([CH2:18][C:19]([N-:21][CH2:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:20])#[N:17]>>[C:24]1([CH2:23][CH2:22][NH:21][C:19](/[C:18](=[CH:8]/[CH:7]=[CH:6]/[C:5]2[CH:4]=[C:3]([O:2][CH3:1])[C:12]([OH:13])=[C:11]([O:14][CH3:15])[CH:10]=2)/[C:16]#[N:17])=[O:20])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 1192162-Propenal, 3-(4-hydroxy-3,5-dimethoxyphenyl)-HCID 178511181HCID 178511181, compound

Product 1

HCID 10156502HCID 10156502, compoundYield 83%

Procedure

The compound was prepared as described in Example 3 by adding 3,5-dimethoxy-4-hydroxycinnamaldehyde (0.1 g, 0.48 mmol) to N-(cyanoacetyl)phenylethylamide (Example 20, 0.091 g, 0.48 mmol). The residue was purified by silica gel chromatography (CHCl3-hexane, 1:1) to give a yellow solid (0.15 g, 83% yield). The product gave the following analytical data:

Workup

  1. customThe compound was prepared
  2. customThe residue was purified by silica gel chromatography (CHCl3-hexane, 1:1)

Sources & evidence

ORD record
ord-90ddd898944140388ce8f247ce4df7a3
Source dataset
uspto-grants-2009_10
Patent number
US07598419B2

Reaction notes

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