2-ethyl-5,11-dihydro-5-methyl-11-methylene-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6H-dibenz[b,e]azepin-6-one

Base Information

Chemical Name:2-ethyl-5,11-dihydro-5-methyl-11-methylene-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6H-dibenz[b,e]azepin-6-one
CAS No.:1395059-97-8
Molecular Formula:C₂₄H₂₈BNO₃
Molecular Weight:389.302
Hs Code.:

Synonyms:2-ethyl-5,11-dihydro-5-methyl-11-methylene-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6H-dibenz[b,e]azepin-6-one

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Chemical Property of 2-ethyl-5,11-dihydro-5-methyl-11-methylene-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6H-dibenz[b,e]azepin-6-one

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Technology Process of 2-ethyl-5,11-dihydro-5-methyl-11-methylene-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6H-dibenz[b,e]azepin-6-one

There total 1 articles about 2-ethyl-5,11-dihydro-5-methyl-11-methylene-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6H-dibenz[b,e]azepin-6-one 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:

: 57772-57-3
5-hydroxy-2-iodo-benzoic acid

: 1395059-97-8
2-ethyl-5,11-dihydro-5-methyl-11-methylene-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6H-dibenz[b,e]azepin-6-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate / acetone / 5 h / Reflux

2.1: sodium hydroxide / water; methanol / 2 h / Reflux

3.1: Vilsmeier reagent / dichloromethane / 0.5 h / 0 - 20 °C

3.2: 12 h / 0 - 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 6.5 h / 0 - 20 °C

5.1: palladium diacetate; triphenylphosphine; sodium acetate / N,N-dimethyl-formamide / 8 h / 100 °C / Inert atmosphere

6.1: boron tribromide / dichloromethane / 3 h / 0 °C / Inert atmosphere

7.1: pyridine / dichloromethane / 2 h / 0 - 20 °C

8.1: bis-triphenylphosphine-palladium(II) chloride; potassium acetate / 1,4-dioxane / 3 h / 120 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; Vilsmeier reagent; potassium acetate; sodium acetate; palladium diacetate; boron tribromide; sodium hydride; potassium carbonate; triphenylphosphine; sodium hydroxide; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 5.1: |Heck Reaction;
DOI:10.1021/jm3002394

Reference yield: 83.0%

: 1395059-97-8
2-ethyl-5,11-dihydro-5-methyl-11-methylene-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6H-dibenz[b,e]azepin-6-one

: 502649-73-2
methyl 3-iodophenyl acetic acid

: 1395060-34-0
methyl 2-(3-(5,11-dihydro-2-ethyl-5-methyl-11-methylene-6-oxodibenz[b,e]azepin-8-yl)phenyl)acetate

Guidance literature:: With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 120 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jm3002394

Reference yield: 79.0%

: 619-44-3
methyl 4-iodobenzoate

: 1395059-97-8
2-ethyl-5,11-dihydro-5-methyl-11-methylene-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6H-dibenz[b,e]azepin-6-one

: 1395060-33-9
methyl 4-(5,11-dihydro-2-ethyl-5-methyl-11-methylene-6-oxodibenz[b,e]azepin-8-yl)benzoate

Guidance literature:: With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 120 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jm3002394