Benzenemethanamine, N-(2-chloro-2-propenyl)-N-methyl-

Base Information

• Chemical Name: Benzenemethanamine, N-(2-chloro-2-propenyl)-N-methyl-
• CAS No.: 56862-39-6
• Molecular Formula: C₁₁H₁₄ClN
• Molecular Weight: 195.692
• Mol file: 56862-39-6.mol

Synonyms:

Chemical Property of Benzenemethanamine, N-(2-chloro-2-propenyl)-N-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenemethanamine, N-(2-chloro-2-propenyl)-N-methyl-

There total 8 articles about Benzenemethanamine, N-(2-chloro-2-propenyl)-N-methyl- 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: 55.0%

2,3-Dichloroprop-1-ene (78-88-6) + benzyl-methyl-amine (103-67-3) → 3-(N-benzyl-N-methyl)amino-2-chloro-1-propene (56862-39-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 1h; Heating;

DOI:10.1016/0040-4020(95)00066-H

Reference yield:

1-benzyl-3-chloro-1-methyl-azetidinium; iodide → 3-(N-benzyl-N-methyl)amino-2-chloro-1-propene (56862-39-6)

Guidance literature:

With potassium tert-butylate; In diethyl ether; for 2h; Heating;

DOI:10.1021/jo035759i

Reference yield:

N-benzyl-3-amino-1-chloropropan-2-ol (75605-52-6,278788-93-5) → 3-(N-benzyl-N-methyl)amino-2-chloro-1-propene (56862-39-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 89 percent / Et₃N / CH₂Cl₂ / 3 h / 20 °C

2: 71 percent / Et₃N / acetonitrile / 48 h / Heating

3: 83 percent / TBAF*3H₂O / tetrahydrofuran / 3 h / 20 °C

4: 60 percent / triphenylphosphine; CCl₄ / 72 h / Heating

5: diethyl ether / 3 h / 20 °C

6: 0.31 g / KOtBu / diethyl ether / 2 h / Heating

With tetrachloromethane; potassium tert-butylate; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1021/jo035759i

upstream raw materials:

2,3-Dichloroprop-1-ene

benzyl-methyl-amine

N-benzyl-3-amino-1-chloropropan-2-ol

N-benzyl-3-hydroxyazetidine

Refernces

• 1、 Huerta, Fernando F.,Gomez, Cecilia,Guijarro, Albert,Yus, Miguel. "DTBB-Catalysed Lithiation of 2,3-Dichloropropene and Related Chloroamines: Synthetic Applications". . p. 3375 - 3388. Retrieved 2007/10/02.