3-[2-chloro-6-ethyl-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-4-methoxybicyclo[3.2.1]oct-3-en-2-one

Base Information

Chemical Name:3-[2-chloro-6-ethyl-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-4-methoxybicyclo[3.2.1]oct-3-en-2-one
CAS No.:1615211-70-5
Molecular Formula:C₂₃H₃₀BClO₄
Molecular Weight:416.753
Hs Code.:

Synonyms:3-[2-chloro-6-ethyl-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-4-methoxybicyclo[3.2.1]oct-3-en-2-one

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Chemical Property of 3-[2-chloro-6-ethyl-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-4-methoxybicyclo[3.2.1]oct-3-en-2-one

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Technology Process of 3-[2-chloro-6-ethyl-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-4-methoxybicyclo[3.2.1]oct-3-en-2-one

There total 6 articles about 3-[2-chloro-6-ethyl-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-4-methoxybicyclo[3.2.1]oct-3-en-2-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:

: 1615211-69-2
3-(2-chloro-6-ethylphenyl)-4-methoxybicyclo[3.2.1]oct-3-en-2-one

: 73183-34-3
bis(pinacol)diborane

: 1615211-70-5
3-[2-chloro-6-ethyl-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-4-methoxybicyclo[3.2.1]oct-3-en-2-one

Guidance literature:: bis(pinacol)diborane; With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In tert-butyl methyl ether; for 0.25h; Inert atmosphere;

3-(2-chloro-6-ethylphenyl)-4-methoxybicyclo[3.2.1]oct-3-en-2-one; In tert-butyl methyl ether; at 80 ℃; for 1h; Inert atmosphere; Microwave irradiation;

Reference yield:

: 1615211-66-9
3-[1-(2-chloro-6-ethylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one

: 1615211-70-5
3-[2-chloro-6-ethyl-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-4-methoxybicyclo[3.2.1]oct-3-en-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: dihydrogen peroxide; selenium(IV) oxide / water; tert-butyl alcohol / 96 h / 20 °C

2.1: sodium methylate / methanol; N,N-dimethyl-formamide / 1.92 h / 80 °C

3.1: potassium carbonate / acetone / 18 h / 20 °C

4.1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / tert-butyl methyl ether / 0.25 h / Inert atmosphere

4.2: 1 h / 80 °C / Inert atmosphere; Microwave irradiation

With selenium(IV) oxide; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; dihydrogen peroxide; sodium methylate; potassium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In methanol; tert-butyl methyl ether; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

Reference yield:

: 343850-74-8
2-chloro-6-ethylbenzaldehyde

: 1615211-70-5
3-[2-chloro-6-ethyl-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-4-methoxybicyclo[3.2.1]oct-3-en-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hydroxide / ethanol / 20 h / Reflux

2.1: dihydrogen peroxide; selenium(IV) oxide / water; tert-butyl alcohol / 96 h / 20 °C

3.1: sodium methylate / methanol; N,N-dimethyl-formamide / 1.92 h / 80 °C

4.1: potassium carbonate / acetone / 18 h / 20 °C

5.1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / tert-butyl methyl ether / 0.25 h / Inert atmosphere

5.2: 1 h / 80 °C / Inert atmosphere; Microwave irradiation

With selenium(IV) oxide; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; dihydrogen peroxide; sodium methylate; potassium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; potassium hydroxide; In methanol; ethanol; tert-butyl methyl ether; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;