2,3-Dihydro-1,1,3-trimethyl-2-methylene-1H-benzo[e]indole

Base Information

• Chemical Name: 2,3-Dihydro-1,1,3-trimethyl-2-methylene-1H-benzo[e]indole
• CAS No.: 344928-74-1
• Molecular Formula: C₁₆H₁₇N
• Molecular Weight: 223.318
• European Community (EC) Number: 834-486-8
• Nikkaji Number: J2.260.198I

Synonyms:2,3-Dihydro-1,1,3-trimethyl-2-methylene-1H-benzo[e]indole;344928-74-1;1,1,3-trimethyl-2-methylidenebenzo[e]indole;SCHEMBL6574797;MFCD30749259;D5162;D90372;1,1,3-Trimethyl-2-methylene-2,3-dihydro-1H-benzo[e]indole

Chemical Property of 2,3-Dihydro-1,1,3-trimethyl-2-methylene-1H-benzo[e]indole

Chemical Property:

• Melting Point: 114.0 to 118.0 °C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 223.136099547
• Heavy Atom Count: 17
• Complexity: 330

Purity/Quality:

97% ^*data from raw suppliers

2,3-Dihydro-1,1,3-trimethyl-2-methylene-1H-benz[e]indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C(=C)N(C2=C1C3=CC=CC=C3C=C2)C)C
• Uses: 2,3-Dihydro-1,1,3-trimethyl-2-methylene-1H-benz[e]indole is a reagent used in the preparation of stable and fluorescent switching spirooxazines.

Technology Process of 2,3-Dihydro-1,1,3-trimethyl-2-methylene-1H-benzo[e]indole

There total 5 articles about 2,3-Dihydro-1,1,3-trimethyl-2-methylene-1H-benzo[e]indole 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: 79.0%

1,1,2,3-tetramethyl-1H-benz[e]indol-3-ium iodide (58464-25-8) → 1,3,3-trimethyl-2-methylene-2,3-dihydro-1H-benzo[e]indole (344928-74-1)

Guidance literature:

With potassium hydroxide; In water; toluene; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2008.05.048

Reference yield:

2,3,3-trimethylbenzo[e]indole (41532-84-7) + methyl iodide (74-88-4) → 1,3,3-trimethyl-2-methylene-2,3-dihydro-1H-benzo[e]indole (344928-74-1)

Guidance literature:

In acetonitrile; at 45 ℃; for 2h;

Reference yield:

2,3,3-trimethylbenzo[e]indole (41532-84-7) → 1,3,3-trimethyl-2-methylene-2,3-dihydro-1H-benzo[e]indole (344928-74-1)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile

2: 0.5 h / 20 °C / Alkaline conditions

In acetonitrile;

DOI:10.1016/j.tet.2012.08.073

upstream raw materials:

methyl iodide

1,1,2,3-tetramethyl-1H-benz[e]indol-3-ium iodide

2,3,3-trimethylbenzo[e]indole

Downstream raw materials:

(1,1,3-trimethyl-1,3-dihydro-benz[e]indol-2-yliden)-acetaldehyde

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