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

Base Information

Chemical Name:(2RS)-1'-[2-(2-methylphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one
CAS No.:1208110-08-0
Molecular Formula:C₂₃H₂₇NO
Molecular Weight:333.473
Hs Code.:

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

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

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

There total 5 articles about (2RS)-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: 93.0%

: 173272-94-1
3,4-dihydrospiro[naphthalene-2(1H),2'-piperidine]-1-one

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

: 1208110-08-0
(2RS)-1'-[2-(2-methylphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In toluene; for 60h; Reflux;
DOI:10.1016/j.bmc.2017.05.012

Reference yield:

: 78348-46-6
N-benzoyl-2-piperidinecarboxylic acid

: 1208110-08-0
(2RS)-1'-[2-(2-methylphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.5 h / -20 - -15 °C

1.2: 3 h / 20 °C

2.1: trichlorophosphate; pyridine / tetrahydrofuran; N,N-dimethyl-formamide / 27 h / 0 - 80 °C

3.1: lithium diisopropyl amide / tetrahydrofuran / 3.25 h / -78 - 20 °C / Inert atmosphere

4.1: aluminum (III) chloride / toluene / 5 h / 85 °C

4.2: 48 h / 85 °C

5.1: N-ethyl-N,N-diisopropylamine / toluene / 60 h / Reflux

With pyridine; aluminum (III) chloride; chloroformic acid ethyl ester; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; trichlorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2017.05.012

Reference yield:

: 71413-04-2
(2RS)-1-benzoylpiperidine-2-carbonitrile

: 1208110-08-0
(2RS)-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: lithium diisopropyl amide / tetrahydrofuran / 3.25 h / -78 - 20 °C / Inert atmosphere

2.1: aluminum (III) chloride / toluene / 5 h / 85 °C

2.2: 48 h / 85 °C

3.1: N-ethyl-N,N-diisopropylamine / toluene / 60 h / Reflux

With aluminum (III) chloride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; toluene;
DOI:10.1016/j.bmc.2017.05.012