7,8-Dimethoxy-10-benzoyl-4,5-dihydro-1H-1,4-epimino-benzocyclohepten-3(2H)-on

Base Information

Chemical Name:7,8-Dimethoxy-10-benzoyl-4,5-dihydro-1H-1,4-epimino-benzocyclohepten-3(2H)-on
CAS No.:18647-21-7
Molecular Formula:C₂₀H₁₉NO₄
Molecular Weight:337.375
Hs Code.:

Synonyms:7,8-Dimethoxy-10-benzoyl-4,5-dihydro-1H-1,4-epimino-benzocyclohepten-3(2H)-on

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Chemical Property of 7,8-Dimethoxy-10-benzoyl-4,5-dihydro-1H-1,4-epimino-benzocyclohepten-3(2H)-on

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Technology Process of 7,8-Dimethoxy-10-benzoyl-4,5-dihydro-1H-1,4-epimino-benzocyclohepten-3(2H)-on

There total 12 articles about 7,8-Dimethoxy-10-benzoyl-4,5-dihydro-1H-1,4-epimino-benzocyclohepten-3(2H)-on 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: 27.0%

: 263570-40-7
(4,5-dimethoxy-10-methylene-12-aza-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-12-yl)-phenyl-methanone

: 18647-21-7
7,8-Dimethoxy-10-benzoyl-4,5-dihydro-1H-1,4-epimino-benzocyclohepten-3(2H)-on

Guidance literature:: (4,5-dimethoxy-10-methylene-12-aza-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-12-yl)-phenyl-methanone; With osmium(VIII) oxide; In tetrahydrofuran; at 0 ℃; for 0.25h;

With sodium periodate; In tetrahydrofuran; water; at 20 ℃; for 24h;
DOI:10.3987/COM-99-S91

Reference yield:

: 609-67-6
2-Iodobenzoyl chloride

: 18647-21-7
7,8-Dimethoxy-10-benzoyl-4,5-dihydro-1H-1,4-epimino-benzocyclohepten-3(2H)-on

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N; DMAP / benzene / 24 h / 20 °C

2.1: 95 percent / Bu₃SnH; AIBN / toluene / 2 h / Heating

3.1: 78 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

4.1: 4 percent aq. OsO₄ / tetrahydrofuran / 0.25 h / 0 °C

4.2: 27 percent / NaIO₄ / tetrahydrofuran; H₂O / 24 h / 20 °C

With dmap; osmium(VIII) oxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene; benzene; 1.1: Acylation / 2.1: Reduction / 3.1: Substitution / 4.1: Oxidation / 4.2: Oxidation;
DOI:10.3987/COM-99-S91

Reference yield:

: 263570-28-1,417725-91-8
methyl 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-1-acetate

: 18647-21-7
7,8-Dimethoxy-10-benzoyl-4,5-dihydro-1H-1,4-epimino-benzocyclohepten-3(2H)-on

Guidance literature:: Multi-step reaction with 10 steps

1.1: Et₃N; DMAP / ethyl acetate / 24 h / 20 °C

2.1: LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

3.1: pyridine-SO₃/DMSO; Et₃N / CH₂Cl₂ / 2 h / 0 °C

4.1: 62 percent / PPh₃; t-BuOK / toluene / 1 h / -20 °C

5.1: n-BuLi; TMEDA / tetrahydrofuran / 1 h / -78 °C

5.2: 75 percent / tetrahydrofuran / 24 h / 20 °C

6.1: TMS-I / acetonitrile / 0.25 h / 20 °C

7.1: Et₃N; DMAP / benzene / 24 h / 20 °C

8.1: 95 percent / Bu₃SnH; AIBN / toluene / 2 h / Heating

9.1: 78 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

10.1: 4 percent aq. OsO₄ / tetrahydrofuran / 0.25 h / 0 °C

10.2: 27 percent / NaIO₄ / tetrahydrofuran; H₂O / 24 h / 20 °C

With dmap; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; 2,2'-azobis(isobutyronitrile); trimethylsilyl iodide; N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate; tri-n-butyl-tin hydride; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; acetonitrile; benzene; 1.1: Acylation / 2.1: Reduction / 3.1: Oxidation / 4.1: Condensation / 5.1: Elimination / 5.2: Substitution / 6.1: Substitution / 7.1: Acylation / 8.1: Reduction / 9.1: Substitution / 10.1: Oxidation / 10.2: Oxidation;
DOI:10.3987/COM-99-S91