9a-(4-chlorobenzyl)-7-hydroxy-4-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-1,2,9,9a-tetrahydro-3H-fluoren-3-one

Base Information

• Chemical Name: 9a-(4-chlorobenzyl)-7-hydroxy-4-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-1,2,9,9a-tetrahydro-3H-fluoren-3-one
• CAS No.: 851107-28-3
• Molecular Formula: C₃₃H₃₄ClNO₃
• Molecular Weight: 528.091
• Mol file: 851107-28-3.mol

Synonyms:

Chemical Property of 9a-(4-chlorobenzyl)-7-hydroxy-4-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-1,2,9,9a-tetrahydro-3H-fluoren-3-one

Chemical Property:

• Boiling Point: 703.5±60.0 °C(Predicted)
• PKA: 9.46±0.40(Predicted)
• Density: 1.30±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9a-(4-chlorobenzyl)-7-hydroxy-4-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-1,2,9,9a-tetrahydro-3H-fluoren-3-one

There total 16 articles about 9a-(4-chlorobenzyl)-7-hydroxy-4-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-1,2,9,9a-tetrahydro-3H-fluoren-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: 89.0%

9a-(4-chloro-benzyl)-7-methoxy-4-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-1,2,9,9a-tetrahydro-fluoren-3-one (851107-71-6) → 9a-(4-chlorobenzyl)-7-hydroxy-4-[4-(2-piperidin-1-ylethoxy)phenyl]-1,2,9,9atetrahydro-3H-fluoren-3-one (851107-28-3)

Guidance literature:

9a-(4-chloro-benzyl)-7-methoxy-4-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-1,2,9,9a-tetrahydro-fluoren-3-one; With aluminum (III) chloride; 2-propanethiol; In methanol; dichloromethane; at 0 - 20 ℃; for 2.5h; Inert atmosphere;

With hydrogenchloride; In dichloromethane; water; ethyl acetate; at 0 - 20 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/ja209933r

Reference yield:

9a-(4-chloro-benzyl)-7-methoxy-1,2,9,9a-tetrahydro-fluoren-3-one (851107-67-0) → 9a-(4-chlorobenzyl)-7-hydroxy-4-[4-(2-piperidin-1-ylethoxy)phenyl]-1,2,9,9atetrahydro-3H-fluoren-3-one (851107-28-3)

Guidance literature:

Multi-step reaction with 5 steps

1: NaHCO₃; Br₂ / CH₂Cl₂ / 0.25 h / 0 °C

2: tetrakis(triphenylphosphine)-palladium⁽⁰⁾ / toluene / 24 h / 100 °C

3: aq. HCl / methanol / 1 h / 80 °C

4: triphenylphosphine; DIAD / tetrahydrofuran / 7 h / 0 - 20 °C

5: 2-propanethiol; AlCl₃; aq. HCl / CH₂Cl₂ / 2 h / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; aluminium trichloride; di-isopropyl azodicarboxylate; bromine; sodium hydrogencarbonate; 2-propanethiol; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; toluene; 2: Stille coupling;

DOI:10.1021/jm060516e

Reference yield:

4-bromo-9a-(4-chlorobenzyl)-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one (851107-68-1) → 9a-(4-chlorobenzyl)-7-hydroxy-4-[4-(2-piperidin-1-ylethoxy)phenyl]-1,2,9,9atetrahydro-3H-fluoren-3-one (851107-28-3)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrakis(triphenylphosphine)-palladium⁽⁰⁾ / toluene / 24 h / 100 °C

2: aq. HCl / methanol / 1 h / 80 °C

3: triphenylphosphine; DIAD / tetrahydrofuran / 7 h / 0 - 20 °C

4: 2-propanethiol; AlCl₃; aq. HCl / CH₂Cl₂ / 2 h / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; aluminium trichloride; di-isopropyl azodicarboxylate; 2-propanethiol; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; toluene; 1: Stille coupling;

DOI:10.1021/jm060516e

upstream raw materials:

9a-(4-chloro-benzyl)-7-methoxy-4-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-1,2,9,9a-tetrahydro-fluoren-3-one

1-piperidinoethanol

2-(4-chlorobenzyl)-5-methoxy-1-indanone

9a-(4-chloro-benzyl)-7-methoxy-1,2,9,9a-tetrahydro-fluoren-3-one