2-(3-Bromo-5-methoxyphenyl)ethanamine

Base Information

• Chemical Name: 2-(3-Bromo-5-methoxyphenyl)ethanamine
• CAS No.: 262450-67-9
• Molecular Formula: C₉H₁₂BrNO
• Molecular Weight: 230.104
• European Community (EC) Number: 829-439-3
• Mol file: 262450-67-9.mol

Synonyms:2-(3-BROMO-5-METHOXYPHENYL)ETHANAMINE;262450-67-9;2-(3-BROMO-5-METHOXYPHENYL)ETHAN-1-AMINE;SCHEMBL2424239;SVHXNUJVCRLXGF-UHFFFAOYSA-N;ZB0687;AB66382;EN300-1425578

Chemical Property of 2-(3-Bromo-5-methoxyphenyl)ethanamine

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 229.01023
• Heavy Atom Count: 12
• Complexity: 132

Purity/Quality:

99% ^*data from raw suppliers

2-(3-Bromo-5-methoxyphenyl)ethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)CCN)Br

Technology Process of 2-(3-Bromo-5-methoxyphenyl)ethanamine

There total 8 articles about 2-(3-Bromo-5-methoxyphenyl)ethanamine 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:

2-(3-bromo-5-methoxyphenyl)acetonitrile (123018-27-9) → 2-(3-bromo-5-methoxyphenyl)ethylamine (262450-67-9)

Guidance literature:

2-(3-bromo-5-methoxyphenyl)acetonitrile; With borane-THF; In tetrahydrofuran; at 20 - 80 ℃; Reflux;

With hydrogenchloride; In methanol; water; at 20 ℃; for 1h;

With sodium hydroxide; In methanol; water;

Reference yield:

2-(3-bromo-5-methoxyphenyl)nitroethylene → 2-(3-bromo-5-methoxyphenyl)ethylamine (262450-67-9)

Guidance literature:

With hydrogenchloride; amalgamated zinc; In methanol; at 55 ℃; for 3h;

DOI:10.1021/jm991034o

Reference yield:

3-bromo-5-methoxytoluene (29578-83-4) → 2-(3-bromo-5-methoxyphenyl)ethylamine (262450-67-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 50 percent / aq. KMnO₄; pyridine / 24 h / 75 °C

2: 81 percent / LiAlH₄ / diethyl ether / 3 h / 20 °C

3: 95 percent / pyridinium chlorochromate / CH₂Cl₂ / 2 h

4: 72 percent / methylamine hydrochloride / ethanol / 24 h / 20 °C

5: conc. HCl; zinc amalgam / methanol / 3 h / 55 °C

With pyridine; hydrogenchloride; potassium permanganate; amalgamated zinc; lithium aluminium tetrahydride; methylamine hydrochloride; pyridinium chlorochromate; In methanol; diethyl ether; ethanol; dichloromethane; 1: Oxidation / 2: Reduction / 3: Oxidation / 4: Condensation / 5: Reduction;

DOI:10.1021/jm991034o

upstream raw materials:

3-bromo-5-methoxytoluene

3-bromo-5-methoxybenzoic acid

3-bromo-5-methoxybenzaldehyde

(3-bromo-5-methoxyphenyl)methanol

Downstream raw materials:

8-bromo-6-methoxy-1,2,3,4-tetrahydroisoquinoline

1-(2-benzyloxybenzyl)-8-bromo-6-methoxy-2-propyl-1,2,3,4-tetrahydroisoquinoline

1-(2-benzyloxybenzyl)-8-bromo-6-methoxy-2-ethyl-1,2,3,4-tetrahydroisoquinoline

1-(2-benzyloxybenzyl)-6-bromo-8-methoxy-2-ethyl-1,2,3,4-tetrahydroisoquinoline

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