1-(4-methoxyphenyl)-4-[(2R)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl]piperazine

Base Information

Chemical Name:1-(4-methoxyphenyl)-4-[(2R)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl]piperazine
CAS No.:1243545-67-6
Molecular Formula:C₂₃H₃₀N₂O₂
Molecular Weight:366.503
Hs Code.:

Synonyms:1-(4-methoxyphenyl)-4-[(2R)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl]piperazine

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Chemical Property of 1-(4-methoxyphenyl)-4-[(2R)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl]piperazine

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Technology Process of 1-(4-methoxyphenyl)-4-[(2R)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl]piperazine

There total 7 articles about 1-(4-methoxyphenyl)-4-[(2R)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl]piperazine 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: 31.0%

: 38212-30-5
4-(4-methoxyphenyl)piperazine

: 1243544-01-5
(2R)-5-bromo-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran

: 1243545-67-6
1-(4-methoxyphenyl)-4-[(2R)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl]piperazine

Guidance literature:: With sodium t-butanolate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 160 ℃; for 0.25h; Microwave irradiation;

Reference yield:

: 5-bromo-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran

: 1243545-69-8
1-(4-methoxyphenyl)-4-[(2S)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl]piperazine

: 1243545-67-6
1-(4-methoxyphenyl)-4-[(2R)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl]piperazine

Guidance literature:: Multi-step reaction with 2 steps

1: palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / Inert atmosphere; Reflux

2: CHIRALPAK IC / hexane; isopropyl alcohol / Resolution of racemate

With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In hexane; isopropyl alcohol; toluene;
DOI:10.1021/acs.jmedchem.6b00191

Reference yield:

: 53546-78-4
1,2,5-trimethyl-3-(prop-2-en-1-yloxy)benzene

: 1243545-69-8
1-(4-methoxyphenyl)-4-[(2S)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl]piperazine

: 1243545-67-6
1-(4-methoxyphenyl)-4-[(2R)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl]piperazine

Guidance literature:: Multi-step reaction with 5 steps

1: N,N-diethylaniline / 210 °C / Inert atmosphere

2: hydrogenchloride / water; ethanol / 16 h / Reflux

3: N-Bromosuccinimide / acetonitrile / 20 °C / Cooling with ice

4: palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / Inert atmosphere; Reflux

5: CHIRALPAK IC / hexane; isopropyl alcohol / Resolution of racemate

With hydrogenchloride; N-Bromosuccinimide; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N,N-diethylaniline; sodium t-butanolate; In ethanol; hexane; water; isopropyl alcohol; toluene; acetonitrile; 1: |Claisen Rearrangement;
DOI:10.1021/acs.jmedchem.6b00191