[6-bromo-1-(4-chlorophenyl)-2-oxa-bicyclo[2.2.2]oct-4-yl]acetic acid methyl ester

Base Information

Chemical Name:[6-bromo-1-(4-chlorophenyl)-2-oxa-bicyclo[2.2.2]oct-4-yl]acetic acid methyl ester
CAS No.:1477524-54-1
Molecular Formula:C₁₆H₁₈BrClO₃
Molecular Weight:373.674
Hs Code.:

Synonyms:[6-bromo-1-(4-chlorophenyl)-2-oxa-bicyclo[2.2.2]oct-4-yl]acetic acid methyl ester

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Chemical Property of [6-bromo-1-(4-chlorophenyl)-2-oxa-bicyclo[2.2.2]oct-4-yl]acetic acid methyl ester

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Technology Process of [6-bromo-1-(4-chlorophenyl)-2-oxa-bicyclo[2.2.2]oct-4-yl]acetic acid methyl ester

There total 7 articles about [6-bromo-1-(4-chlorophenyl)-2-oxa-bicyclo[2.2.2]oct-4-yl]acetic acid methyl ester 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: 61.0%

: 6-bromo-1-(4-chlorophenyl)-4-(2-methoxyvinyl)-2-oxa-bicyclo[2.2.2]octane

: 1477524-54-1
[6-bromo-1-(4-chlorophenyl)-2-oxa-bicyclo[2.2.2]oct-4-yl]acetic acid methyl ester

Guidance literature:: With pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; at 20 ℃; for 62h;

Reference yield:

: 55704-60-4
4-oxo-cyclohexane-1,1-dicarboxylic acid diethyl ester

: 1477524-54-1
[6-bromo-1-(4-chlorophenyl)-2-oxa-bicyclo[2.2.2]oct-4-yl]acetic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.53 h / -78 - 20 °C / Inert atmosphere

1.2: 2 h / 20 °C

2.1: 3,3-Dimethylbut-1-yne; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium phosphate / 1,2-dimethoxyethane; ethanol / 16 h / 80 °C / Inert atmosphere; Sealed tube

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -78 - 20 °C

4.1: N-Bromosuccinimide / dichloromethane; tetrahydrofuran / 1 h / 0 - 20 °C

5.1: Dess-Martin periodane / dichloromethane / 1.5 h / -78 - 20 °C

6.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

6.2: 0.17 h / 20 °C

7.1: pyridinium chlorochromate / dichloromethane; tetrahydrofuran / 62 h / 20 °C

With potassium phosphate; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 3,3-Dimethylbut-1-yne; potassium tert-butylate; Dess-Martin periodane; diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; 2.1: |Suzuki Coupling / 6.1: |Wittig Olefination / 6.2: |Wittig Olefination;

Reference yield:

: 1477524-47-2
4-(4-chlorophenyl)cyclohex-3-ene-1,1-dicarboxylic acid diethyl ester

: 1477524-54-1
[6-bromo-1-(4-chlorophenyl)-2-oxa-bicyclo[2.2.2]oct-4-yl]acetic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -78 - 20 °C

2.1: N-Bromosuccinimide / dichloromethane; tetrahydrofuran / 1 h / 0 - 20 °C

3.1: Dess-Martin periodane / dichloromethane / 1.5 h / -78 - 20 °C

4.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

4.2: 0.17 h / 20 °C

5.1: pyridinium chlorochromate / dichloromethane; tetrahydrofuran / 62 h / 20 °C

With N-Bromosuccinimide; lithium aluminium tetrahydride; potassium tert-butylate; Dess-Martin periodane; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; 4.1: |Wittig Olefination / 4.2: |Wittig Olefination;