ANTI-7-CYANO-2-BENZYL-2-AZABICYCLO[2.2.1]HEPTANE

Base Information

• Chemical Name: ANTI-7-CYANO-2-BENZYL-2-AZABICYCLO[2.2.1]HEPTANE
• CAS No.: 745836-30-0
• Molecular Formula: C₁₄H₁₆N₂
• Molecular Weight: 212.294
• Mol file: 745836-30-0.mol

Synonyms:ANTI-7-CYANO-2-BENZYL-2-AZABICYCLO[2.2.1]HEPTANE

Chemical Property of ANTI-7-CYANO-2-BENZYL-2-AZABICYCLO[2.2.1]HEPTANE

Chemical Property:

• PSA: 27.03000
• LogP: 2.35848

Purity/Quality:

97% ^*data from raw suppliers

anti-7-Cyano-2-benzyl-2-azabicyclo[2.2.1]heptane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ANTI-7-CYANO-2-BENZYL-2-AZABICYCLO[2.2.1]HEPTANE

There total 3 articles about ANTI-7-CYANO-2-BENZYL-2-AZABICYCLO[2.2.1]HEPTANE 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: 66.0%

potassium cyanide (151-50-8) + anti-7-bromo-2-benzyl-2-azabicyclo[2.2.1]heptane (312955-00-3) → anti-7-cyano-2-benzyl-2-azabicyclo[2.2.1]heptane (745836-30-0)

Guidance literature:

With 18-crown-6 ether; In N,N-dimethyl-formamide; at 110 ℃; for 24h;

DOI:10.1021/jo0492564

Reference yield:

N-benzyl-2-azanorborn-5-ene (112375-05-0,150851-98-2) → anti-7-cyano-2-benzyl-2-azabicyclo[2.2.1]heptane (745836-30-0)

Guidance literature:

Multi-step reaction with 3 steps

1: Br₂ / CH₂Cl₂; acetonitrile / -78 - 20 °C

2: 93 percent / Red-Al / toluene; tetrahydrofuran / 2 h / -10 °C

3: 66 percent / 18-crown-6 / dimethylformamide / 24 h / 110 °C

With 18-crown-6 ether; bromine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1021/jo0492564

Reference yield:

3-bromo-1-benzyl-1-azoniatricyclo[2.2.1.02,6]heptane bromide (258264-42-5) → anti-7-cyano-2-benzyl-2-azabicyclo[2.2.1]heptane (745836-30-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / Red-Al / toluene; tetrahydrofuran / 2 h / -10 °C

2: 66 percent / 18-crown-6 / dimethylformamide / 24 h / 110 °C

With 18-crown-6 ether; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo0492564

upstream raw materials:

potassium cyanide

anti-7-bromo-2-benzyl-2-azabicyclo[2.2.1]heptane

N-benzyl-2-azanorborn-5-ene

3-bromo-1-benzyl-1-azoniatricyclo[2.2.1.0^2,6]heptane bromide

Downstream raw materials:

anti-2-azabicyclo[2.2.1]heptane-7-carboxylic acid ethyl ester

syn-2-azabicyclo[2.2.1]heptane-7-carboxylic acid ethyl ester

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