4-hydroxymethyl-4-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]tetrahydropyran

Base Information

Chemical Name:4-hydroxymethyl-4-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]tetrahydropyran
CAS No.:139367-91-2
Molecular Formula:C₂₃H₂₅NO₄
Molecular Weight:379.456
Hs Code.:

Synonyms:4-hydroxymethyl-4-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]tetrahydropyran

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Chemical Property of 4-hydroxymethyl-4-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]tetrahydropyran

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Technology Process of 4-hydroxymethyl-4-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]tetrahydropyran

There total 4 articles about 4-hydroxymethyl-4-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]tetrahydropyran 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: 71.0%

: 131610-09-8
1,2-dihydro-1-methyl-2-oxoquinolin-6-ylmethylbromide

: 139368-11-9
4-(3-hydroxyphenyl)-4-(hydroxymethyl)-3,4,5,6-tetrahydro-2H-pyran

: 139367-91-2
4-hydroxymethyl-4-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]tetrahydropyran

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1021/jm00027a014

Reference yield:

: 130604-43-2
ethyl 3-(benzyloxyphenyl)acetate

: 139367-91-2
4-hydroxymethyl-4-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]tetrahydropyran

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH, 15-crown-5, 2.) NaI / 1.) DMF, 25 min, 2.) DMF, 12 h

2: 100 percent / LiAlH₄ / diethyl ether / 0.17 h

3: 80 percent / H₂ / 10percent Pd/C / ethanol / 12 h / 2585.7 Torr

4: 71 percent / K₂CO₃ / dimethylformamide / Ambient temperature

With lithium aluminium tetrahydride; 15-crown-5; hydrogen; sodium hydride; potassium carbonate; sodium iodide; palladium on activated charcoal; In diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00027a014

Reference yield:

: 139368-12-0
4-<3-(benzyloxy)phenyl>-4-(hydroxymethyl)-3,4,5,6-tetrahydro-2H-pyran

: 139367-91-2
4-hydroxymethyl-4-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]tetrahydropyran

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / H₂ / 10percent Pd/C / ethanol / 12 h / 2585.7 Torr

2: 71 percent / K₂CO₃ / dimethylformamide / Ambient temperature

With hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00027a014