6-methoxy-1'-(2-oxo-2-phenylethyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

Base Information

Chemical Name:6-methoxy-1'-(2-oxo-2-phenylethyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one
CAS No.:1208110-65-9
Molecular Formula:C₂₃H₂₅NO₃
Molecular Weight:363.456
Hs Code.:

Synonyms:6-methoxy-1'-(2-oxo-2-phenylethyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

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Chemical Property of 6-methoxy-1'-(2-oxo-2-phenylethyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

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Technology Process of 6-methoxy-1'-(2-oxo-2-phenylethyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

There total 13 articles about 6-methoxy-1'-(2-oxo-2-phenylethyl)-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: 82.0%

: 173272-95-2
(2RS)-6-methoxy-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

: 70-11-1
α-bromoacetophenone

: 1208110-65-9
6-methoxy-1'-(2-oxo-2-phenylethyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In toluene; at 20 ℃; for 0.5h;
DOI:10.1016/j.bmc.2017.05.012

Reference yield:

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

: 1208110-65-9
6-methoxy-1'-(2-oxo-2-phenylethyl)-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: trifluoroacetic acid / toluene / 4 h / 20 °C

4.2: 18 h / 120 °C

5.1: N-ethyl-N,N-diisopropylamine / toluene / 0.5 h / 20 °C

With pyridine; chloroformic acid ethyl ester; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 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

: 1208110-65-9
6-methoxy-1'-(2-oxo-2-phenylethyl)-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: trifluoroacetic acid / toluene / 4 h / 20 °C

2.2: 18 h / 120 °C

3.1: N-ethyl-N,N-diisopropylamine / toluene / 0.5 h / 20 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; toluene;
DOI:10.1016/j.bmc.2017.05.012