N,N-Diethyl-5-bromo-2-<(tert-butyldimethylsilyl)oxy>-4-methoxy-3-(prop-2-enyl)benzamide

Base Information

Chemical Name:N,N-Diethyl-5-bromo-2-<(tert-butyldimethylsilyl)oxy>-4-methoxy-3-(prop-2-enyl)benzamide
CAS No.:165258-22-0
Molecular Formula:C₂₁H₃₄BrNO₃Si
Molecular Weight:456.495
Hs Code.:

Synonyms:N,N-Diethyl-5-bromo-2-<(tert-butyldimethylsilyl)oxy>-4-methoxy-3-(prop-2-enyl)benzamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N,N-Diethyl-5-bromo-2-<(tert-butyldimethylsilyl)oxy>-4-methoxy-3-(prop-2-enyl)benzamide

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Technology Process of N,N-Diethyl-5-bromo-2-<(tert-butyldimethylsilyl)oxy>-4-methoxy-3-(prop-2-enyl)benzamide

There total 5 articles about N,N-Diethyl-5-bromo-2-<(tert-butyldimethylsilyl)oxy>-4-methoxy-3-(prop-2-enyl)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: 96.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 165258-21-9
N,N-Diethyl-5-bromo-2-hydroxy-4-methoxy-3-(prop-2-enyl)benzamide

: 165258-22-0
N,N-Diethyl-5-bromo-2-<(tert-butyldimethylsilyl)oxy>-4-methoxy-3-(prop-2-enyl)benzamide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 2h; Ambient temperature;
DOI:10.1021/jo00119a036

Reference yield:

: 31456-95-8
Methyl 4-methoxy-2-(prop-2-enyloxy)benzoate

: 165258-22-0
N,N-Diethyl-5-bromo-2-<(tert-butyldimethylsilyl)oxy>-4-methoxy-3-(prop-2-enyl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Al(CH₃)3 / 1.) toluene, 25 deg C, 1 h, 2.) toluene, 75 deg C, 18 h

2: 86 percent / various solvent(s) / 6 h / 210 °C

3: 88 percent / Br₂, tert-BuNH₂ / toluene; CH₂Cl₂ / 3 h / -60 - -5 °C

4: 96 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

With 1H-imidazole; bromine; trimethylaluminum; tert-butylamine; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00119a036

Reference yield:

: 5446-02-6
4-methoxymethylsalicylate

: 165258-22-0
N,N-Diethyl-5-bromo-2-<(tert-butyldimethylsilyl)oxy>-4-methoxy-3-(prop-2-enyl)benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / K₂CO₃ / dimethylformamide / 15 h / Ambient temperature

2: 1.) Al(CH₃)3 / 1.) toluene, 25 deg C, 1 h, 2.) toluene, 75 deg C, 18 h

3: 86 percent / various solvent(s) / 6 h / 210 °C

4: 88 percent / Br₂, tert-BuNH₂ / toluene; CH₂Cl₂ / 3 h / -60 - -5 °C

5: 96 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

With 1H-imidazole; bromine; trimethylaluminum; potassium carbonate; tert-butylamine; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00119a036