ethyl (Z)-1-(2-bromobenzylidene)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

Base Information

• Chemical Name: ethyl (Z)-1-(2-bromobenzylidene)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate
• CAS No.: 87201-32-9
• Molecular Formula: C₂₀H₁₈BrNO₄
• Molecular Weight: 416.271
• Mol file: 87201-32-9.mol

Synonyms:ethyl (Z)-1-(2-bromobenzylidene)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

Chemical Property of ethyl (Z)-1-(2-bromobenzylidene)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (Z)-1-(2-bromobenzylidene)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

There total 4 articles about ethyl (Z)-1-(2-bromobenzylidene)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate 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: 83.0%

chloroformic acid ethyl ester (541-41-3) + 1-(2'-bromobenzyl)-3,4-dihydro-6,7-methylenedioxyisoquinoline (87201-31-8) → ethyl (Z)-1-(2-bromobenzylidene)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate (87201-32-9)

Guidance literature:

With pyridine; In chloroform; Ambient temperature;

DOI:10.1071/CH9831061

Reference yield:

2-bromo-ω-diazoacetophenone (46004-44-8) → ethyl (Z)-1-(2-bromobenzylidene)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate (87201-32-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / silver oxide / dioxane / 1.5 h / 60 - 70 °C

2: 92 percent / phosphorus oxychloride / acetonitrile / 3 h / Heating

3: 83 percent / pyridine / CHCl₃ / Ambient temperature

With pyridine; silver(l) oxide; trichlorophosphate; In 1,4-dioxane; chloroform; acetonitrile;

DOI:10.1071/CH9831061

Reference yield:

N-<-2-(3,4-methylenedioxyphenyl)ethyl>-2'-bromophenylacetamide (87201-30-7) → ethyl (Z)-1-(2-bromobenzylidene)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylate (87201-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / phosphorus oxychloride / acetonitrile / 3 h / Heating

2: 83 percent / pyridine / CHCl₃ / Ambient temperature

With pyridine; trichlorophosphate; In chloroform; acetonitrile;

DOI:10.1071/CH9831061

upstream raw materials:

chloroformic acid ethyl ester

1-(2'-bromobenzyl)-3,4-dihydro-6,7-methylenedioxyisoquinoline

2-bromo-ω-diazoacetophenone

N-<-2-(3,4-methylenedioxyphenyl)ethyl>-2'-bromophenylacetamide