3-(3-hydroxy-propyl)-1-(4-methoxy-benzyl)-3-methyl-3,4-dihydro-1H-quinolin-2-one

Base Information

Chemical Name:3-(3-hydroxy-propyl)-1-(4-methoxy-benzyl)-3-methyl-3,4-dihydro-1H-quinolin-2-one
CAS No.:868701-30-8
Molecular Formula:C₂₁H₂₅NO₃
Molecular Weight:339.434
Hs Code.:

3-(3-hydroxy-propyl)-1-(4-methoxy-benzyl)-3-methyl-3,4-dihydro-1<i>H</i>-quinolin-2-one

Synonyms:3-(3-hydroxy-propyl)-1-(4-methoxy-benzyl)-3-methyl-3,4-dihydro-1H-quinolin-2-one

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Chemical Property of 3-(3-hydroxy-propyl)-1-(4-methoxy-benzyl)-3-methyl-3,4-dihydro-1H-quinolin-2-one

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Technology Process of 3-(3-hydroxy-propyl)-1-(4-methoxy-benzyl)-3-methyl-3,4-dihydro-1H-quinolin-2-one

There total 5 articles about 3-(3-hydroxy-propyl)-1-(4-methoxy-benzyl)-3-methyl-3,4-dihydro-1H-quinolin-2-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: 84.0%

: 792122-86-2
3-allyl-1-(4-methoxy-benzyl)-3-methyl-3,4-dihydro-1H-quinolin-2-one

: 868701-30-8
3-(3-hydroxy-propyl)-1-(4-methoxy-benzyl)-3-methyl-3,4-dihydro-1H-quinolin-2-one

Guidance literature:: 3-allyl-1-(4-methoxy-benzyl)-3-methyl-3,4-dihydro-1H-quinolin-2-one; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 0 - 20 ℃;

With sodium hydroxide; dihydrogen peroxide; In ethanol; at 5 - 10 ℃;

In ethanol; Heating;
DOI:10.1016/j.bmcl.2005.07.038

Reference yield:

: 792122-85-1
1-[(4-methoxyphenyl)methyl]-3-methyl-3,4-dihydroquinolin-2-one

: 868701-30-8
3-(3-hydroxy-propyl)-1-(4-methoxy-benzyl)-3-methyl-3,4-dihydro-1H-quinolin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

1.2: 100 percent / tetrahydrofuran / -78 - 20 °C

2.1: 9-BBN / tetrahydrofuran / 0 - 20 °C

2.2: aq. NaOH; H₂O₂ / ethanol / 5 - 10 °C

2.3: 84 percent / ethanol / Heating

With 9-borabicyclo[3.3.1]nonane dimer; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1016/j.bmcl.2005.07.038

Reference yield:

: 553-03-7
3,4-dihydro-2(1H)-quinolone

: 868701-30-8
3-(3-hydroxy-propyl)-1-(4-methoxy-benzyl)-3-methyl-3,4-dihydro-1H-quinolin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / NaH / dimethylformamide / 10 - 20 °C

2.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

2.2: 100 percent / tetrahydrofuran

3.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

3.2: 100 percent / tetrahydrofuran / -78 - 20 °C

4.1: 9-BBN / tetrahydrofuran / 0 - 20 °C

4.2: aq. NaOH; H₂O₂ / ethanol / 5 - 10 °C

4.3: 84 percent / ethanol / Heating

With 9-borabicyclo[3.3.1]nonane dimer; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.07.038