2-bromo-4-methoxy-5-(4-methoxybenzyloxy)-N-<2-(4-methoxybenzyloxyphenyl)ethyl>-N-methylbenzamide

Base Information

Chemical Name:2-bromo-4-methoxy-5-(4-methoxybenzyloxy)-N-<2-(4-methoxybenzyloxyphenyl)ethyl>-N-methylbenzamide
CAS No.:72785-27-4
Molecular Formula:C₃₃H₃₄BrNO₆
Molecular Weight:620.54
Hs Code.:

Synonyms:2-bromo-4-methoxy-5-(4-methoxybenzyloxy)-N-<2-(4-methoxybenzyloxyphenyl)ethyl>-N-methylbenzamide

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Chemical Property of 2-bromo-4-methoxy-5-(4-methoxybenzyloxy)-N-<2-(4-methoxybenzyloxyphenyl)ethyl>-N-methylbenzamide

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Technology Process of 2-bromo-4-methoxy-5-(4-methoxybenzyloxy)-N-<2-(4-methoxybenzyloxyphenyl)ethyl>-N-methylbenzamide

There total 13 articles about 2-bromo-4-methoxy-5-(4-methoxybenzyloxy)-N-<2-(4-methoxybenzyloxyphenyl)ethyl>-N-methylbenzamide 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: 65.0%

: 2-Bromo-4-methoxy-5-(4-methoxy-benzyloxy)-benzoyl chloride

: 72785-25-2
2-(4-methoxybenzyloxyphenyl)-ethyl-N-methylamine

: 72785-27-4
2-bromo-4-methoxy-5-(4-methoxybenzyloxy)-N-<2-(4-methoxybenzyloxyphenyl)ethyl>-N-methylbenzamide

Guidance literature:: With triethylamine; In benzene; ice-bath cooling;
DOI:10.1016/S0040-4020(01)81012-7

Reference yield:

: 621-59-0
isovanillin

: 72785-27-4
2-bromo-4-methoxy-5-(4-methoxybenzyloxy)-N-<2-(4-methoxybenzyloxyphenyl)ethyl>-N-methylbenzamide

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / anhydrous potassium carbonate / dimethylformamide / 2 h / 100 °C

2: 96 percent / sodium borohydride / ethanol / 1 h / Ambient temperature

3: 95 percent / pyridine / 0.5 h / Ambient temperature; addition of reagent at ice-bath cooling

4: 94 percent / sodium acetate, bromine / acetic acid / 1 h / Ambient temperature; addition of bromine at 15 deg C

5: 94 percent / potassium hydroxide / methanol / 0.5 h / Ambient temperature

6: 79 percent / potassium permanganate / acetone; H₂O / Heating

7: oxalyl chloride, pyridine / benzene / 1 h / ice-bath cooling

8: 65 percent / triethylamine / benzene / ice-bath cooling

With pyridine; potassium hydroxide; sodium tetrahydroborate; potassium permanganate; oxalyl dichloride; bromine; sodium acetate; potassium carbonate; triethylamine; In pyridine; methanol; ethanol; water; acetic acid; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/S0040-4020(01)81012-7

Reference yield:

: 76968-91-7
4-((4-methoxy)benzyloxy)phenylacetic acid

: 72785-27-4
2-bromo-4-methoxy-5-(4-methoxybenzyloxy)-N-<2-(4-methoxybenzyloxyphenyl)ethyl>-N-methylbenzamide

Guidance literature:: Multi-step reaction with 5 steps

1: thionyl chloride / dimethylformamide / 1.75 h / cooled in an ice-bath

2: dimethylformamide / 0.75 h / cooled in an ice-bath, then 1h at room temperature

3: 58 percent / phosphorous pentasulfide / pyridine / addition of reagent in 90 min under cooling, stirring 6h, 60-65 deg C

4: cobalt chloride hexahydrate, sodium borohydride / ethanol / 1.5 h / Heating; addition of reagents under ice-bath cooling

5: 65 percent / triethylamine / benzene / ice-bath cooling

With sodium tetrahydroborate; thionyl chloride; phosphorous (V) sulfide; triethylamine; cobalt(II) chloride; In pyridine; ethanol; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)81012-7