1-bromo-4-phenyl-7-amino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one hydrobromide

Base Information

Chemical Name:1-bromo-4-phenyl-7-amino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one hydrobromide
CAS No.:1385026-58-3
Molecular Formula:BrH*C₁₇H₁₆BrNO
Molecular Weight:411.136
Hs Code.:

Synonyms:1-bromo-4-phenyl-7-amino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one hydrobromide

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Chemical Property of 1-bromo-4-phenyl-7-amino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one hydrobromide

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Technology Process of 1-bromo-4-phenyl-7-amino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one hydrobromide

There total 9 articles about 1-bromo-4-phenyl-7-amino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one hydrobromide 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: 90.0%

: 1385026-57-2
1-bromo-4-phenyl-7-benzyloxycarbonylamino-5,7,8,9-tetrahydro-benzocyclohepten-6-one

: 1385026-58-3
1-bromo-4-phenyl-7-amino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one hydrobromide

Guidance literature:: With hydrogen bromide; acetic acid; at 20 ℃; for 16h;
DOI:10.1016/j.tet.2012.05.121

Reference yield:

: 1385026-50-5
1-bromo-4-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene

: 1385026-58-3
1-bromo-4-phenyl-7-amino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one hydrobromide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 0 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1 h / -78 - -30 °C

2.2: 0.5 h / -30 °C

3.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 5 h / Inert atmosphere; Reflux

5.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

6.1: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 20 h / 30 - 80 °C / Inert atmosphere

7.1: hydrogen bromide; acetic acid / 16 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; hydrogen bromide; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; acetic acid; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; copper(ll) bromide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; toluene; acetonitrile; 4.1: Suzuki coupling / 6.1: Sandmeyer reaction;
DOI:10.1016/j.tet.2012.05.121

Reference yield:

: 4-bromo-1-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-5,6-epoxy-6,7,8,9-tetrahydro-5H-benzocycloheptene

: 1385026-58-3
1-bromo-4-phenyl-7-amino-5,7,8,9-tetrahydro-6H-benzocyclohepten-6-one hydrobromide

Guidance literature:: Multi-step reaction with 6 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1 h / -78 - -30 °C

1.2: 0.5 h / -30 °C

2.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 5 h / Inert atmosphere; Reflux

4.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

5.1: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 20 h / 30 - 80 °C / Inert atmosphere

6.1: hydrogen bromide; acetic acid / 16 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; hydrogen bromide; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; acetic acid; trifluoroacetic acid; copper(ll) bromide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; toluene; acetonitrile; 3.1: Suzuki coupling / 5.1: Sandmeyer reaction;
DOI:10.1016/j.tet.2012.05.121