Ethanolamine → N-[3-[4-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)phenyl]acryloyl]ethanolamine

HRID 496345Notes

Reaction equation

HRID 496345 reaction equation
[CH3:1][O:2][C:3]1[C:4](=[O:25])[C:5]([CH3:24])=[C:6]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([CH:19]=[CH:20][C:21](O)=[O:22])=[CH:15][CH:14]=2)[C:7](=[O:11])[C:8]=1[O:9][CH3:10].[CH2:26]([CH2:28][NH2:29])[OH:27]>>[CH3:1][O:2][C:3]1[C:4](=[O:25])[C:5]([CH3:24])=[C:6]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([CH:19]=[CH:20][C:21]([NH:29][CH2:28][CH2:26][OH:27])=[O:22])=[CH:15][CH:14]=2)[C:7](=[O:11])[C:8]=1[O:9][CH3:10]

Participants

3

Reactant 2

HCID 700EthanolamineHCID 695470173-[4-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)phenyl]acrylic acid

Product 1

HCID 69546074N-[3-[4-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)phenyl]acryloyl]ethanolamineYield 6.9%

Procedure

3-[4-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)phenyl]acrylic acid (200 mg, 0.58 mmol) obtained in Example 2 and ethanolamine (46 mg, 0.75 mmol) were used, and a method similar to that described in Example 3 was employed to obtain the title compound (14 mg, 0.04 mmol, yield 6%).

Sources & evidence

ORD record
ord-2652fd54be9644dc98200d167803a8df
Source dataset
uspto-grants-2005_09
Patent number
US06943196B1

Reaction notes

Loading…