5-methoxy-1'-[2-(2-methylphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

Base Information

Chemical Name:5-methoxy-1'-[2-(2-methylphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one
CAS No.:1208110-22-8
Molecular Formula:C₂₄H₂₉NO₂
Molecular Weight:363.5
Hs Code.:

Synonyms:5-methoxy-1'-[2-(2-methylphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

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Chemical Property of 5-methoxy-1'-[2-(2-methylphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

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Technology Process of 5-methoxy-1'-[2-(2-methylphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

There total 5 articles about 5-methoxy-1'-[2-(2-methylphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-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: 45.0%

: 5-methoxy-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

: 178685-03-5
1-(2-iodoethyl)-2-methylbenzene

: 1208110-22-8
5-methoxy-1'-[2-(2-methylphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

Guidance literature:: 5-methoxy-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one; With potassium carbonate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

1-(2-iodoethyl)-2-methylbenzene; In N,N-dimethyl-formamide; at 100 ℃; for 24h;
DOI:10.1016/j.bmc.2017.05.012

Reference yield:

: 116885-79-1
(2RS)-N-(5-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide

: 1208110-22-8
5-methoxy-1'-[2-(2-methylphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere

2.1: hydrogenchloride / water; ethanol / 168 h / Reflux

3.1: potassium carbonate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

3.2: 24 h / 100 °C

With hydrogenchloride; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2017.05.012

Reference yield:

: 160465-76-9
2-Azido-5-methoxy-3,4-dihydro-2H-naphthalen-1-one

: 1208110-22-8
5-methoxy-1'-[2-(2-methylphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 24 h / 0 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere

3.1: hydrogenchloride / water; ethanol / 168 h / Reflux

4.1: potassium carbonate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

4.2: 24 h / 100 °C

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2017.05.012