2-methyl-1,2,3,4,5,6-hexahydro-2-benzazocine

Base Information

• Chemical Name: 2-methyl-1,2,3,4,5,6-hexahydro-2-benzazocine
• CAS No.: 7252-19-9
• Molecular Formula: C12H17N
• Molecular Weight: 175.2701
• Mol file: 7252-19-9.mol

Synonyms:

Chemical Property of 2-methyl-1,2,3,4,5,6-hexahydro-2-benzazocine

Chemical Property:

• Vapor Pressure: 0.0154mmHg at 25°C
• Boiling Point: 256.4°Cat760mmHg
• Flash Point: 99.5°C
• Density: 0.958g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-methyl-1,2,3,4,5,6-hexahydro-2-benzazocine

There total 8 articles about 2-methyl-1,2,3,4,5,6-hexahydro-2-benzazocine 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: 87.0%

(Z)-2-methyl-1,2,3,4,5,10a-hexahydrobenzo[c]azocine (133745-43-4) → 2-methyl-1,2,3,4,5,6-hexahydrobenzo[c]azocine (7252-19-9)

Guidance literature:

With hydrogenchloride; In diethyl ether; hexane; for 70h; Ambient temperature;

DOI:10.1248/cpb.39.36

Reference yield: 81.0%

2-methyl-1,4,5,6-tetrahydro-2H-benzo[c]azocin-3-one (1402169-30-5) → 2-methyl-1,2,3,4,5,6-hexahydrobenzo[c]azocine (7252-19-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 10.5h; Reflux;

DOI:10.1021/acs.joc.5b01687

Reference yield:

2-(phenyl)pyrrolidine (1006-64-0) → 2-methyl-1,2,3,4,5,6-hexahydrobenzo[c]azocine (7252-19-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / dimethylsulfoxide / 20 h / 80 °C

2: dimethylformamide / 7 h / 60 °C

3: cesium fluoride / dimethylformamide / 20 h / Ambient temperature

4: 87 percent / hydrogen chloride / hexane; diethyl ether / 70 h / Ambient temperature

With hydrogenchloride; cesium fluoride; In diethyl ether; hexane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.36

upstream raw materials:

(Z)-2-methyl-1,2,3,4,5,10a-hexahydrobenzo[c]azocine

2-Methyl-3,4,5,6-tetrahydro-1H-benzo[c]azocine 2-oxide

2-(phenyl)pyrrolidine

2-Phenyl-1-<(trimethylsilyl)methyl>pyrrolidine

Downstream raw materials:

3-Methyl-2-phenyl-2,3,4,5,6,7-hexahydro-1H-benzo[d]azonine

1,2,3,4,5,6-hexahydrobenzo[c]azocine

2-Benzyl-2-methyl-1,2,3,4,5,6-hexahydro-benzo[c]azocinium; bromide

Ethyl-methyl-((E)-4-o-tolyl-but-1-enyl)-amine

Refernces

• 1、 Musielak, Bogdan,Holak, Tad A.,Rys, Barbara. "Conformations and Conformational Processes of Hexahydrobenzazocines by NMR and DFT Studies". . p. 9231 - 9239. Retrieved 2015/09/28.
• 2、 Elmasmodi, Abdellatif,Barbry, Didier,Hasiak, Bruno,Couturier, Daniel. "EVOLUTION THERMIQUE DE DERIVES DES HEXAHYDROBENZAZOCINES-2 ET DES HEXAHYDRO-1H-BENZAZONINES-2 N-QUATERNARISES (AMMONIUMS, N-OXYDES)". . p. 2767 - 2774. Retrieved 2007/10/02.