4-(3-bromo-2-(methoxymethoxy)phenyl)-1-(2-(tert-butyldimethylsilyloxy)phenyl)butan-2-one

Base Information

Chemical Name:4-(3-bromo-2-(methoxymethoxy)phenyl)-1-(2-(tert-butyldimethylsilyloxy)phenyl)butan-2-one
CAS No.:1448439-19-7
Molecular Formula:C₂₄H₃₃BrO₄Si
Molecular Weight:493.513
Hs Code.:

Synonyms:4-(3-bromo-2-(methoxymethoxy)phenyl)-1-(2-(tert-butyldimethylsilyloxy)phenyl)butan-2-one

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Chemical Property of 4-(3-bromo-2-(methoxymethoxy)phenyl)-1-(2-(tert-butyldimethylsilyloxy)phenyl)butan-2-one

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Technology Process of 4-(3-bromo-2-(methoxymethoxy)phenyl)-1-(2-(tert-butyldimethylsilyloxy)phenyl)butan-2-one

There total 8 articles about 4-(3-bromo-2-(methoxymethoxy)phenyl)-1-(2-(tert-butyldimethylsilyloxy)phenyl)butan-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: 76.0%

: 1448439-18-6
(E)-4-(3-bromo-2-(methoxymethoxy)phenyl)-1-(2-(tert-butyldimethylsilyloxy)phenyl)but-3-en-2-one

: 1448439-19-7
4-(3-bromo-2-(methoxymethoxy)phenyl)-1-(2-(tert-butyldimethylsilyloxy)phenyl)butan-2-one

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 25 ℃; under 22502.3 Torr; Inert atmosphere;
DOI:10.1039/c3ob41065j

Reference yield:

: 236094-18-1
O-methoxymethyl-3-bromosalicylaldehyde

: 1448439-19-7
4-(3-bromo-2-(methoxymethoxy)phenyl)-1-(2-(tert-butyldimethylsilyloxy)phenyl)butan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; paraffin oil / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: 18 h / 20 °C / Inert atmosphere

2.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 25 °C / 22502.3 Torr / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium hydride; In tetrahydrofuran; ethyl acetate; paraffin oil; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1039/c3ob41065j

Reference yield:

: 90-02-8
salicylaldehyde

: 1448439-19-7
4-(3-bromo-2-(methoxymethoxy)phenyl)-1-(2-(tert-butyldimethylsilyloxy)phenyl)butan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisopropylamine; N-Bromosuccinimide / dichloromethane / 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; paraffin oil / 0.5 h / 0 - 20 °C / Inert atmosphere

3.2: 18 h / 20 °C / Inert atmosphere

4.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 25 °C / 22502.3 Torr / Inert atmosphere

With N-Bromosuccinimide; palladium 10% on activated carbon; hydrogen; sodium hydride; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; ethyl acetate; paraffin oil; 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1039/c3ob41065j