3-(3-ethylhexahydro<1H>azepine-3-yl)phenol hydrobromide

Base Information

• Chemical Name: 3-(3-ethylhexahydro<1H>azepine-3-yl)phenol hydrobromide
• CAS No.: 27180-91-2
• Molecular Formula: BrH*C₁₄H₂₁NO
• Molecular Weight: 300.239
• Mol file: 27180-91-2.mol

Synonyms:

Chemical Property of 3-(3-ethylhexahydro<1H>azepine-3-yl)phenol hydrobromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-ethylhexahydro<1H>azepine-3-yl)phenol hydrobromide

There total 8 articles about 3-(3-ethylhexahydro<1H>azepine-3-yl)phenol hydrobromide 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-methoxyphenyl)butyronitrile (1611-75-2) → 3-(3-ethylhexahydro<1H>azepine-3-yl)phenol hydrobromide (27180-91-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) sodamide / 1.) toluene/THF, reflux, 1 h, 2.) -70- -64 deg C, 1.5 h

2: 87 percent / hydrogen, sulphuric acid / 10 percent palladium on carbon / methanol / 7 h / 2585.7 Torr / Ambient temperature

3: 88 percent / xylene / 7.5 h / Heating

4: 1.) lithium aluminium hydride, 2.) 48 percent aq. hydrobromic acid / 1.) THF/ether, reflux, 2 h, 2.) propan-2-ol

5: 58.3 g / 48 percent aq. hydrobromic acid / 1 h / Heating

With lithium aluminium tetrahydride; sulfuric acid; hydrogen bromide; hydrogen; sodium amide; palladium on activated charcoal; In methanol; xylene;

Reference yield:

1-(3-methoxyphenyl)propanol (52956-27-1) → 3-(3-ethylhexahydro<1H>azepine-3-yl)phenol hydrobromide (27180-91-2)

Guidance literature:

Multi-step reaction with 7 steps

1: hydrogen chloride / diethyl ether

2: dimethylformamide

3: 1.) sodamide / 1.) toluene/THF, reflux, 1 h, 2.) -70- -64 deg C, 1.5 h

4: 87 percent / hydrogen, sulphuric acid / 10 percent palladium on carbon / methanol / 7 h / 2585.7 Torr / Ambient temperature

5: 88 percent / xylene / 7.5 h / Heating

6: 1.) lithium aluminium hydride, 2.) 48 percent aq. hydrobromic acid / 1.) THF/ether, reflux, 2 h, 2.) propan-2-ol

7: 58.3 g / 48 percent aq. hydrobromic acid / 1 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; sulfuric acid; hydrogen bromide; hydrogen; sodium amide; palladium on activated charcoal; In methanol; diethyl ether; N,N-dimethyl-formamide; xylene;

Reference yield:

methyl 5-cyano-5-(3-methoxyphenyl)heptanoate (76798-14-6) → 3-(3-ethylhexahydro<1H>azepine-3-yl)phenol hydrobromide (27180-91-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / hydrogen, sulphuric acid / 10 percent palladium on carbon / methanol / 7 h / 2585.7 Torr / Ambient temperature

2: 88 percent / xylene / 7.5 h / Heating

3: 1.) lithium aluminium hydride, 2.) 48 percent aq. hydrobromic acid / 1.) THF/ether, reflux, 2 h, 2.) propan-2-ol

4: 58.3 g / 48 percent aq. hydrobromic acid / 1 h / Heating

With lithium aluminium tetrahydride; sulfuric acid; hydrogen bromide; hydrogen; palladium on activated charcoal; In methanol; xylene;

upstream raw materials:

3-ethylhexahydro-3-(3-methoxyphenyl)<1H>azepine hydrobromide

1-(3-methoxyphenyl)propanol

1-chloro-1-(3-methoxyphenyl)propane

2-(3-methoxyphenyl)butyronitrile

Refernces

• 1、 Bradley,Cavalla,Edington,et al.. "Synthetic studies on meptazinol. Anion chemistry in the synthesis of α-aryl lactams". . p. 375 - 385. Retrieved 2007/10/02.