10,11-dihydro-1,3-dimethoxy-4-(4-methylphenyl)-11-(nitromethyl)-7H-azocino[3,2,1-hi]indole

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Chemical Name:10,11-dihydro-1,3-dimethoxy-4-(4-methylphenyl)-11-(nitromethyl)-7H-azocino[3,2,1-hi]indole
CAS No.:1220960-66-6
Molecular Formula:C₂₃H₂₄N₂O₄
Molecular Weight:392.455
Hs Code.:

Synonyms:10,11-dihydro-1,3-dimethoxy-4-(4-methylphenyl)-11-(nitromethyl)-7H-azocino[3,2,1-hi]indole

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Chemical Property of 10,11-dihydro-1,3-dimethoxy-4-(4-methylphenyl)-11-(nitromethyl)-7H-azocino[3,2,1-hi]indole

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Technology Process of 10,11-dihydro-1,3-dimethoxy-4-(4-methylphenyl)-11-(nitromethyl)-7H-azocino[3,2,1-hi]indole

There total 5 articles about 10,11-dihydro-1,3-dimethoxy-4-(4-methylphenyl)-11-(nitromethyl)-7H-azocino[3,2,1-hi]indole 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: 61.0%

: 1220960-58-6
1-allyl-4,6-dimethoxy-3-(4-methylphenyl)-7-(1-nitropent-4-en-2-yl)-1H-indole

: 1220960-66-6
10,11-dihydro-1,3-dimethoxy-4-(4-methylphenyl)-11-(nitromethyl)-7H-azocino[3,2,1-hi]indole

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; for 4.5h; Inert atmosphere; Reflux;
DOI:10.1016/j.tet.2011.04.019

Reference yield:

: 1220960-50-8
1-allyl-4,6-dimethoxy-3-(4-methylphenyl)-1H-indole-7-carbaldehyde

: 1220960-66-6
10,11-dihydro-1,3-dimethoxy-4-(4-methylphenyl)-11-(nitromethyl)-7H-azocino[3,2,1-hi]indole

Guidance literature:: Multi-step reaction with 3 steps

1: ammonium acetate / isopropyl alcohol / 3 h / Reflux

2: tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 4.5 h / Inert atmosphere; Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; ammonium acetate; In tetrahydrofuran; isopropyl alcohol; toluene; 1: Henry reaction / 2: Michael addition;
DOI:10.1016/j.tet.2011.04.019

Reference yield:

: 1220960-48-4
4,6-dimethoxy-3-(4-methylphenyl)-1H-indole-7-carbaldehyde

: 1220960-66-6
10,11-dihydro-1,3-dimethoxy-4-(4-methylphenyl)-11-(nitromethyl)-7H-azocino[3,2,1-hi]indole

Guidance literature:: Multi-step reaction with 4 steps

1: potassium hydroxide / dimethyl sulfoxide / 1 h / 20 °C

2: ammonium acetate / isopropyl alcohol / 3 h / Reflux

3: tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

4: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 4.5 h / Inert atmosphere; Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; ammonium acetate; potassium hydroxide; In tetrahydrofuran; dimethyl sulfoxide; isopropyl alcohol; toluene; 2: Henry reaction / 3: Michael addition;
DOI:10.1016/j.tet.2011.04.019