1,3-Benzodioxole-5-methanol, 6-[2-(2-aminoethyl)-3-bromophenyl]-

Base Information

• Chemical Name: 1,3-Benzodioxole-5-methanol, 6-[2-(2-aminoethyl)-3-bromophenyl]-
• CAS No.: 97456-93-4
• Molecular Formula: C₁₆H₁₆BrNO₃
• Molecular Weight: 350.212
• Mol file: 97456-93-4.mol

Synonyms:

Chemical Property of 1,3-Benzodioxole-5-methanol, 6-[2-(2-aminoethyl)-3-bromophenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-Benzodioxole-5-methanol, 6-[2-(2-aminoethyl)-3-bromophenyl]-

There total 5 articles about 1,3-Benzodioxole-5-methanol, 6-[2-(2-aminoethyl)-3-bromophenyl]- 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: 6.3%

6-(3-Bromo-2-cyanomethyl-phenyl)-benzo[1,3]dioxole-5-carboxylic acid methyl ester (97456-37-6) → C16H14BrNO2 (97456-40-1) + {6-[2-(2-Amino-ethyl)-3-bromo-phenyl]-benzo[1,3]dioxol-5-yl}-methanol (97456-93-4)

Guidance literature:

With sodium tetrahydroborate; aluminium trichloride; In diethylene glycol dimethyl ether; 1.) room temp., 3.5 h; 2.) 94 deg C, 1 h;

DOI:10.1248/cpb.33.1260

Reference yield:

methyl 6-bromo-1,3-benzodioxole-5-carboxylate (61441-09-6) → {6-[2-(2-Amino-ethyl)-3-bromo-phenyl]-benzo[1,3]dioxol-5-yl}-methanol (97456-93-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 31.8 percent / copper / 4 h / 200 °C

2: 39.7 percent / N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / 7 h / Heating

3: 32.1 percent / dimethylsulfoxide / 0.17 h / Ambient temperature

4: 6.3 percent / sodium borohydride (NaBH₄), aluminum chloride (AlCl₃) / bis-(2-methoxy-ethyl) ether / 1.) room temp., 3.5 h; 2.) 94 deg C, 1 h

With sodium tetrahydroborate; N-Bromosuccinimide; aluminium trichloride; Perbenzoic acid; copper; In tetrachloromethane; diethylene glycol dimethyl ether; dimethyl sulfoxide;

DOI:10.1248/cpb.33.1260

Reference yield:

1-bromo-3-iodo-2-methylbenzene (97456-81-0) → {6-[2-(2-Amino-ethyl)-3-bromo-phenyl]-benzo[1,3]dioxol-5-yl}-methanol (97456-93-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 31.8 percent / copper / 4 h / 200 °C

2: 39.7 percent / N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / 7 h / Heating

3: 32.1 percent / dimethylsulfoxide / 0.17 h / Ambient temperature

4: 6.3 percent / sodium borohydride (NaBH₄), aluminum chloride (AlCl₃) / bis-(2-methoxy-ethyl) ether / 1.) room temp., 3.5 h; 2.) 94 deg C, 1 h

With sodium tetrahydroborate; N-Bromosuccinimide; aluminium trichloride; Perbenzoic acid; copper; In tetrachloromethane; diethylene glycol dimethyl ether; dimethyl sulfoxide;

DOI:10.1248/cpb.33.1260

upstream raw materials:

6-(3-Bromo-2-cyanomethyl-phenyl)-benzo[1,3]dioxole-5-carboxylic acid methyl ester

methyl 6-bromo-1,3-benzodioxole-5-carboxylate

1-bromo-3-iodo-2-methylbenzene

6-(3-Bromo-2-methyl-phenyl)-benzo[1,3]dioxole-5-carboxylic acid methyl ester