N-(6-bromo-2,3-dimethoxybenzoyl)-8,9-methylenedioxy-6-oxo-1,2,3,4,5,6-hexahydro-3-benzazocine

Base Information

Chemical Name:N-(6-bromo-2,3-dimethoxybenzoyl)-8,9-methylenedioxy-6-oxo-1,2,3,4,5,6-hexahydro-3-benzazocine
CAS No.:157034-61-2
Molecular Formula:C₂₁H₂₀BrNO₆
Molecular Weight:462.297
Hs Code.:

Synonyms:N-(6-bromo-2,3-dimethoxybenzoyl)-8,9-methylenedioxy-6-oxo-1,2,3,4,5,6-hexahydro-3-benzazocine

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Chemical Property of N-(6-bromo-2,3-dimethoxybenzoyl)-8,9-methylenedioxy-6-oxo-1,2,3,4,5,6-hexahydro-3-benzazocine

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Technology Process of N-(6-bromo-2,3-dimethoxybenzoyl)-8,9-methylenedioxy-6-oxo-1,2,3,4,5,6-hexahydro-3-benzazocine

There total 10 articles about N-(6-bromo-2,3-dimethoxybenzoyl)-8,9-methylenedioxy-6-oxo-1,2,3,4,5,6-hexahydro-3-benzazocine 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: 95.0%

: 185245-95-8
N-(6-bromo-2,3-dimethoxybenzoyl)-6-hydroxy-8,9-methylenedioxy-1,2,3,4,5,6-hexahydro-3-benzazocine

: 157034-61-2
N-(6-bromo-2,3-dimethoxybenzoyl)-8,9-methylenedioxy-6-oxo-1,2,3,4,5,6-hexahydro-3-benzazocine

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 0.333333h; Ambient temperature;
DOI:10.1016/S0040-4039(00)73089-9

Reference yield:

: 185245-87-8
1-(chloroethyl)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

: 157034-61-2
N-(6-bromo-2,3-dimethoxybenzoyl)-8,9-methylenedioxy-6-oxo-1,2,3,4,5,6-hexahydro-3-benzazocine

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / 28percent NaOMe in MeOH / 1.5 h / Heating

2: 1.) 35percent H₂O₂, 2.) PtO₂ / 1.) CHCl₃, MeOH, RT, 15 h, 2.) CHCl₃, MeOH, 4.5 h

3: tetrahydrofuran / 1 h / Heating

4: 100 percent / H₂ / 10percent Pd/C / methanol / 15 h / 760 Torr

5: 94 percent / 10percent aq. NaOH / 1,2-dimethoxy-ethane / 0.17 h

6: 95 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 0.5 h / Ambient temperature

With platinum(IV) oxide; sodium hydroxide; hydrogen; dihydrogen peroxide; sodium methylate; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1016/0040-4020(96)00900-3

Reference yield:

: 185245-88-9
8,9-methylenedioxy-1,2,5,6-tetrahydro-4H-3,6-epoxy-3-benzazocine

: 157034-61-2
N-(6-bromo-2,3-dimethoxybenzoyl)-8,9-methylenedioxy-6-oxo-1,2,3,4,5,6-hexahydro-3-benzazocine

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / H₂ / 10percent Pd/C / methanol / 15 h / 760 Torr

2: 94 percent / 10percent aq. NaOH / 1,2-dimethoxy-ethane / 0.17 h

3: 95 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 0.5 h / Ambient temperature

With sodium hydroxide; hydrogen; Dess-Martin periodane; palladium on activated charcoal; In methanol; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1016/0040-4020(96)00900-3