2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethyl-6-(1-propenyl)benzamide

Base Information

Chemical Name:2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethyl-6-(1-propenyl)benzamide
CAS No.:1428945-36-1
Molecular Formula:C₂₆H₄₇NO₃Si₂
Molecular Weight:477.835
Hs Code.:

Synonyms:2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethyl-6-(1-propenyl)benzamide

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Chemical Property of 2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethyl-6-(1-propenyl)benzamide

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Technology Process of 2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethyl-6-(1-propenyl)benzamide

There total 6 articles about 2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethyl-6-(1-propenyl)benzamide 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: 88.0%

: 1428945-33-8
2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethyl-6-(2-propenyl)benzamide

: 1428945-36-1
2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethyl-6-(1-propenyl)benzamide

Guidance literature:: With dichloro bis(acetonitrile) palladium(II); In ethanol; at 20 ℃; for 24h; stereoselective reaction; Inert atmosphere;
DOI:10.1080/00397911.2012.681827

Reference yield: 74.0%

: 1530-32-1
ethyltriphenylphosphonium bromide

: 423765-15-5
2,4-bis((tert-butyldimethylsilyl)oxy)-N,N-diethyl-6-formylbenzamide

: 1428945-36-1
2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethyl-6-(1-propenyl)benzamide

Guidance literature:: ethyltriphenylphosphonium bromide; With phenyllithium; lithium bromide; In tetrahydrofuran; dibutyl ether; at -75 - 20 ℃; for 0.5h; Inert atmosphere;

2,4-bis((tert-butyldimethylsilyl)oxy)-N,N-diethyl-6-formylbenzamide; In tetrahydrofuran; dibutyl ether; at -75 - 20 ℃; for 1.5h; Inert atmosphere;

With hydrogenchloride; potassium tert-butylate; In tetrahydrofuran; diethyl ether; dibutyl ether; at 20 ℃; for 1h; stereoselective reaction; Inert atmosphere;
DOI:10.1080/00397911.2012.681827

Reference yield:

: 132297-26-8
methyl 2,4-bis<(tert-butyldimethylsilyl)oxy>benzoate

: 1428945-36-1
2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethyl-6-(1-propenyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: trimethylaluminum / toluene / 1 h / -5 - 50 °C / Inert atmosphere

1.2: 20 h / Reflux; Inert atmosphere

2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 2 h / -80 °C / Inert atmosphere

2.2: 2 h / -80 - -15 °C / Inert atmosphere

3.1: lithium bromide; phenyllithium / tetrahydrofuran; dibutyl ether / 0.5 h / -75 - 20 °C / Inert atmosphere

3.2: 1.5 h / -75 - 20 °C / Inert atmosphere

3.3: 1 h / 20 °C / Inert atmosphere

With trimethylaluminum; tert.-butyl lithium; phenyllithium; lithium bromide; In tetrahydrofuran; dibutyl ether; toluene; pentane; 3.1: |Schlosser Modification / 3.2: |Schlosser Modification / 3.3: |Schlosser Modification;
DOI:10.1080/00397911.2012.681827