4H-1-Benzopyran-4-one, 2,3-dihydro-3-(4-hydroxyphenyl)-2-[4-[2-(1-piperidinyl)ethoxy]phenyl]-7-[ (tetrahydro-2H-pyran-2-yl)oxy]-

Base Information

• Chemical Name: 4H-1-Benzopyran-4-one, 2,3-dihydro-3-(4-hydroxyphenyl)-2-[4-[2-(1-piperidinyl)ethoxy]phenyl]-7-[ (tetrahydro-2H-pyran-2-yl)oxy]-
• CAS No.: 690274-19-2
• Molecular Formula: C₃₃H₃₇NO₆
• Molecular Weight: 543.66
• Mol file: 690274-19-2.mol

Synonyms:

Chemical Property of 4H-1-Benzopyran-4-one, 2,3-dihydro-3-(4-hydroxyphenyl)-2-[4-[2-(1-piperidinyl)ethoxy]phenyl]-7-[ (tetrahydro-2H-pyran-2-yl)oxy]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4H-1-Benzopyran-4-one, 2,3-dihydro-3-(4-hydroxyphenyl)-2-[4-[2-(1-piperidinyl)ethoxy]phenyl]-7-[ (tetrahydro-2H-pyran-2-yl)oxy]-

There total 2 articles about 4H-1-Benzopyran-4-one, 2,3-dihydro-3-(4-hydroxyphenyl)-2-[4-[2-(1-piperidinyl)ethoxy]phenyl]-7-[ (tetrahydro-2H-pyran-2-yl)oxy]- 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:

(E)-2-(4-Hydroxy-phenyl)-1-[2-hydroxy-4-(tetrahydro-pyran-2-yloxy)-phenyl]-3-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-propenone → 3-(4-hydroxy-phenyl)-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-7-(tetrahydro-pyran-2-yloxy)-chroman-4-one (690274-19-2)

Guidance literature:

With sodium acetate; In methanol; at 80 ℃; for 3h;

DOI:10.1016/j.bmcl.2004.01.031

Reference yield:

4-(2-(piperidin-1-yl)ethoxy)benzaldehyde (26815-04-3) → 3-(4-hydroxy-phenyl)-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-7-(tetrahydro-pyran-2-yloxy)-chroman-4-one (690274-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / toluene / 120 °C

2: NaOAc / methanol / 3 h / 80 °C

With piperidine; sodium acetate; In methanol; toluene; 1: Knoevenagel condensation;

DOI:10.1016/j.bmcl.2004.01.031

Reference yield: 62.5%

C33H37NO6 + methylmagnesium bromide (75-16-1) + 2-(4''-[2'''-piperidinoethoxy]phenyl)-3-(4'-tetrahydropyranyloxyphenyl)-7-tetrahydropyranyloxy-2,3-dihydro-4H-1-benzopyran-4-one (151533-32-3) + 3-(4-hydroxy-phenyl)-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-7-(tetrahydro-pyran-2-yloxy)-chroman-4-one (690274-19-2) → 2-[4-[2-(1-piperidino)ethoxy]phenyl]-3-(4-hydroxyphenyl)-4-methyl-7-hydroxy-2H-1-benzopyran (151533-34-5)

Guidance literature:

C₃₃H₃₇NO₆; methylmagnesium bromide; 2-(4''-[2'''-piperidinoethoxy]phenyl)-3-(4'-tetrahydropyranyloxyphenyl)-7-tetrahydropyranyloxy-2,3-dihydro-4H-1-benzopyran-4-one; 3-(4-hydroxy-phenyl)-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-7-(tetrahydro-pyran-2-yloxy)-chroman-4-one; In tetrahydrofuran; diethyl ether; at -40 - 20 ℃;

With acetic acid; In water; at 23 - 80 ℃; for 0.75h;

upstream raw materials:

4-(2-(piperidin-1-yl)ethoxy)benzaldehyde

Downstream raw materials:

7-hydroxy-3-(4-hydroxy-phenyl)-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-chroman-4-one

2-[4-[2-(1-piperidino)-ethoxy]phenyl]-3-[4-hydroxyphenyl]-7-hydroxy-2H-1-benzopyran

2-[4-[2-(1-piperidino)ethoxy]phenyl]-3-(4-hydroxyphenyl)-4-methyl-7-hydroxy-2H-1-benzopyran