9a-(4-chlorobenzyl)-7-methoxy-4-{4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl}-9,9a-dihydro-1Hfluoren-3(2H)-one

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Chemical Name:9a-(4-chlorobenzyl)-7-methoxy-4-{4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl}-9,9a-dihydro-1Hfluoren-3(2H)-one
CAS No.:1360452-63-6
Molecular Formula:C₃₂H₃₁ClO₄
Molecular Weight:515.049
Hs Code.:

Synonyms:9a-(4-chlorobenzyl)-7-methoxy-4-{4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl}-9,9a-dihydro-1Hfluoren-3(2H)-one

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Chemical Property of 9a-(4-chlorobenzyl)-7-methoxy-4-{4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl}-9,9a-dihydro-1Hfluoren-3(2H)-one

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Technology Process of 9a-(4-chlorobenzyl)-7-methoxy-4-{4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl}-9,9a-dihydro-1Hfluoren-3(2H)-one

There total 6 articles about 9a-(4-chlorobenzyl)-7-methoxy-4-{4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl}-9,9a-dihydro-1Hfluoren-3(2H)-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: 91.0%

: 851107-68-1
4-bromo-9a-(4-chlorobenzyl)-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one

: 182281-01-2
4-(tetrahydro-2H-pyran-2-yloxy)phenylboronic acid

: 1360452-63-6
9a-(4-chlorobenzyl)-7-methoxy-4-{4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl}-9,9a-dihydro-1Hfluoren-3(2H)-one

Guidance literature:: 4-bromo-9a-(4-chlorobenzyl)-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one; 4-(tetrahydro-2H-pyran-2-yloxy)phenylboronic acid; With potassium carbonate; In water; acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere;

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; acetonitrile; at 85 ℃; for 40h; Inert atmosphere;
DOI:10.1021/ja209933r

Reference yield:

: 5111-70-6
5-methoxy-1-indanone

: 1360452-63-6
9a-(4-chlorobenzyl)-7-methoxy-4-{4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl}-9,9a-dihydro-1Hfluoren-3(2H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium methylate / ethanol / 5 h / 20 °C

2.1: platinum(IV) oxide; hydrogen / tetrahydrofuran; ethyl acetate / 2 h / 20 °C / 760.05 Torr

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 60 h / 55 °C

4.1: pyrrolidine; acetic acid / tetrahydrofuran / 6 h / 55 °C

5.1: sodium hydrogencarbonate / dichloromethane / 40 h / 0 °C

6.1: potassium carbonate / water; acetonitrile / 0.5 h / 20 °C / Inert atmosphere

6.2: 40 h / 85 °C / Inert atmosphere

With pyrrolidine; platinum(IV) oxide; hydrogen; sodium methylate; sodium hydrogencarbonate; potassium carbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/ja209933r

Reference yield:

: 851107-66-9
2-(4-chlorobenzyl)-5-methoxy-1-indanone

: 1360452-63-6
9a-(4-chlorobenzyl)-7-methoxy-4-{4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl}-9,9a-dihydro-1Hfluoren-3(2H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 60 h / 55 °C

2.1: pyrrolidine; acetic acid / tetrahydrofuran / 6 h / 55 °C

3.1: sodium hydrogencarbonate / dichloromethane / 40 h / 0 °C

4.1: potassium carbonate / water; acetonitrile / 0.5 h / 20 °C / Inert atmosphere

4.2: 40 h / 85 °C / Inert atmosphere

With pyrrolidine; sodium hydrogencarbonate; potassium carbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1021/ja209933r