[3-(2-Methyl-1,3-dioxolan-2-yl)phenyl]methanamine

Base Information

• Chemical Name: [3-(2-Methyl-1,3-dioxolan-2-yl)phenyl]methanamine
• CAS No.: 149917-33-9
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.246
• European Community (EC) Number: 970-325-9
• Mol file: 149917-33-9.mol

Synonyms:[3-(2-methyl-1,3-dioxolan-2-yl)phenyl]methanamine;149917-33-9;(3-(2-methyl-1,3-dioxolan-2-yl)phenyl)methanamine;SCHEMBL507495;PAFHHQQXBXCRQR-UHFFFAOYSA-N;3-(2-methyl-1,3-dioxolan-2-yl)benzylamine;EN300-220211;3-(2-Methyl-1,3-dioxolan-2-yl)phenylmethanamine;(3-(2-methyl-[1,3]dioxolan-2-yl)-phenyl)methanamine

Chemical Property of [3-(2-Methyl-1,3-dioxolan-2-yl)phenyl]methanamine

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(OCCO1)C2=CC=CC(=C2)CN

Technology Process of [3-(2-Methyl-1,3-dioxolan-2-yl)phenyl]methanamine

There total 2 articles about [3-(2-Methyl-1,3-dioxolan-2-yl)phenyl]methanamine 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: 60.0%

3-(2-methyl-1,3-dioxolan-2-yl)benzonitrile (149917-32-8) → 2-[3-(aminomethyl)phenyl]-2-methyl-1,3-dioxolan (149917-33-9)

Guidance literature:

With lithium aluminium tetrahydride; at 0 ℃; for 1.66667h; Inert atmosphere;

DOI:10.1021/jm3007917

Reference yield:

3-acethylbenzonitrile (6136-68-1) → 2-[3-(aminomethyl)phenyl]-2-methyl-1,3-dioxolan (149917-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / BF₃*Et₂O / benzene / 5 h / Heating

2: LiAlH₄ / tetrahydrofuran / 2 h / 20 °C

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; In tetrahydrofuran; benzene; 1: ketalization / 2: Reduction;

DOI:10.1021/jm000169n

Reference yield: 82.0%

4-Nitrophenyl chloroformate (7693-46-1) + 2-[3-(aminomethyl)phenyl]-2-methyl-1,3-dioxolan (149917-33-9) → 4-nitrophenyl 3-(2-methyl-1,3-dioxolan-2-yl)benzylcarbamate (1397293-21-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jm3007917

upstream raw materials:

3-(2-methyl-1,3-dioxolan-2-yl)benzonitrile

3-acethylbenzonitrile

Downstream raw materials:

N-(3-acetylphenylmethyl)acetamide

3'-(acetylaminomethyl)bromoacetophenone

4-[3-(acetamidomethyl)phenyl]-2-aminothiazole

N-{3-[2-(2-methyl-isothioureido)-thiazol-4-yl]-benzyl}-acetamide