3-Azabicyclo[3.1.0]hexane, 1-(4-chlorophenyl)-3-methyl-

Base Information

• Chemical Name: 3-Azabicyclo[3.1.0]hexane, 1-(4-chlorophenyl)-3-methyl-
• CAS No.: 83177-72-4
• Molecular Formula: C₁₂H₁₄ClN
• Molecular Weight: 207.703
• Mol file: 83177-72-4.mol

Synonyms:

Chemical Property of 3-Azabicyclo[3.1.0]hexane, 1-(4-chlorophenyl)-3-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Azabicyclo[3.1.0]hexane, 1-(4-chlorophenyl)-3-methyl-

There total 6 articles about 3-Azabicyclo[3.1.0]hexane, 1-(4-chlorophenyl)-3-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%

N-methyl-1-(4-chlorophenyl)-1,2-cyclopropanedicarboxamide (66504-08-3,66504-10-7,66504-11-8) → 1-(4-chloro-phenyl)-3-methyl-3-aza-bicyclo[3.1.0]hexane (83177-72-4,90757-48-5,713068-84-9)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In benzene; for 2h; Heating;

DOI:10.1021/jm00137a002

Reference yield:

4-chloro-benzeneacetic acid, ethyl ester (14062-24-9) → 1-(4-chloro-phenyl)-3-methyl-3-aza-bicyclo[3.1.0]hexane (83177-72-4,90757-48-5,713068-84-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 79 percent / NBS, 48percent aq. HBr / CCl₄ / Heating

2: 48 percent / NaOEt / diethyl ether / 24 h / Ambient temperature

3: 54 percent / KOH / ethanol; H₂O / 6 h / Heating

4: 85 percent / urea / xylene / Heating

5: 70 percent / NaH / dimethylformamide / 1 h

6: 55 percent / sodium bis(2-methoxyethoxy)aluminum hydride / benzene / 2 h / Heating

With potassium hydroxide; N-Bromosuccinimide; hydrogen bromide; sodium ethanolate; sodium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; urea; In tetrachloromethane; diethyl ether; ethanol; water; N,N-dimethyl-formamide; xylene; benzene;

DOI:10.1021/jm00137a002

Reference yield:

(1S,2R)-1-(4-Chloro-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester (17559-40-9,66503-81-9) → 1-(4-chloro-phenyl)-3-methyl-3-aza-bicyclo[3.1.0]hexane (83177-72-4,90757-48-5,713068-84-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 54 percent / KOH / ethanol; H₂O / 6 h / Heating

2: 85 percent / urea / xylene / Heating

3: 70 percent / NaH / dimethylformamide / 1 h

4: 55 percent / sodium bis(2-methoxyethoxy)aluminum hydride / benzene / 2 h / Heating

With potassium hydroxide; sodium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; urea; In ethanol; water; N,N-dimethyl-formamide; xylene; benzene;

DOI:10.1021/jm00137a002

upstream raw materials:

N-methyl-1-(4-chlorophenyl)-1,2-cyclopropanedicarboxamide

4-chloro-benzeneacetic acid, ethyl ester

(1S,2R)-1-(4-Chloro-phenyl)-cyclopropane-1,2-dicarboxylic acid diethyl ester

1-(p-chlorophenyl)-1,2-cyclopropanedicarboximide

Refernces

• 1、 -. "Azabicyclohexanes". . . Retrieved 2008/06/13.