(1E,4Z,6E)-7-(4-chlorophenyl)-1-{3-[(dimethylamino)methyl]-4-hydroxyphenyl}-5-hydroxyhepta-1,4,6-trien-3-one

Base Information

Chemical Name:(1E,4Z,6E)-7-(4-chlorophenyl)-1-{3-[(dimethylamino)methyl]-4-hydroxyphenyl}-5-hydroxyhepta-1,4,6-trien-3-one
CAS No.:1529810-92-1
Molecular Formula:C₂₂H₂₂ClNO₃
Molecular Weight:383.875
Hs Code.:

Synonyms:(1E,4Z,6E)-7-(4-chlorophenyl)-1-{3-[(dimethylamino)methyl]-4-hydroxyphenyl}-5-hydroxyhepta-1,4,6-trien-3-one

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Chemical Property of (1E,4Z,6E)-7-(4-chlorophenyl)-1-{3-[(dimethylamino)methyl]-4-hydroxyphenyl}-5-hydroxyhepta-1,4,6-trien-3-one

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Technology Process of (1E,4Z,6E)-7-(4-chlorophenyl)-1-{3-[(dimethylamino)methyl]-4-hydroxyphenyl}-5-hydroxyhepta-1,4,6-trien-3-one

There total 3 articles about (1E,4Z,6E)-7-(4-chlorophenyl)-1-{3-[(dimethylamino)methyl]-4-hydroxyphenyl}-5-hydroxyhepta-1,4,6-trien-3-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 28.0%

: 6-(3-((dimethylamino)methyl)-4-hydroxyphenyl)hex-5-ene-2,4-dione

: 104-88-1
4-chlorobenzaldehyde

: 1529810-92-1
(1E,4Z,6E)-7-(4-chlorophenyl)-1-{3-[(dimethylamino)methyl]-4-hydroxyphenyl}-5-hydroxyhepta-1,4,6-trien-3-one

Guidance literature:: 6-(3-((dimethylamino)methyl)-4-hydroxyphenyl)hex-5-ene-2,4-dione; With boron trioxide; In ethyl acetate; at 40 ℃; for 0.5h;

4-chlorobenzaldehyde; With boric acid tributyl ester; In ethyl acetate; for 0.5h;

With N-butylamine; In ethyl acetate; at 20 - 40 ℃;
DOI:10.1016/j.bmcl.2013.12.011

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 1529810-92-1
(1E,4Z,6E)-7-(4-chlorophenyl)-1-{3-[(dimethylamino)methyl]-4-hydroxyphenyl}-5-hydroxyhepta-1,4,6-trien-3-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanol / 50 °C

2.1: boron trioxide / ethyl acetate / 4 h / 40 °C

3.1: boron trioxide / ethyl acetate / 0.5 h / 40 °C

3.2: 0.5 h

3.3: 20 - 40 °C

With boron trioxide; In methanol; ethyl acetate; 1.1: |Mannich Aminomethylation;
DOI:10.1016/j.bmcl.2013.12.011

Reference yield:

: 116546-04-4
3-<(dimethylamino)methyl>-4-hydroxybenzaldehyde

: 1529810-92-1
(1E,4Z,6E)-7-(4-chlorophenyl)-1-{3-[(dimethylamino)methyl]-4-hydroxyphenyl}-5-hydroxyhepta-1,4,6-trien-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: boron trioxide / ethyl acetate / 4 h / 40 °C

2.1: boron trioxide / ethyl acetate / 0.5 h / 40 °C

2.2: 0.5 h

2.3: 20 - 40 °C

With boron trioxide; In ethyl acetate;
DOI:10.1016/j.bmcl.2013.12.011