BENZENEPROPANOL, GAMMA-AMINO-4-NITRO-

Base Information

• Chemical Name: BENZENEPROPANOL, GAMMA-AMINO-4-NITRO-
• CAS No.: 782496-81-5
• Molecular Formula: C₉H₁₂N₂O₃
• Molecular Weight: 196.206
• Mol file: 782496-81-5.mol

Synonyms:3-(4-nitrophenyl)-3-amino-1-propanol

Chemical Property of BENZENEPROPANOL, GAMMA-AMINO-4-NITRO-

Chemical Property:

• Vapor Pressure: 1.38E-06mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BENZENEPROPANOL, GAMMA-AMINO-4-NITRO-

There total 5 articles about BENZENEPROPANOL, GAMMA-AMINO-4-NITRO- 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: 82.0%

3-(tert-butyldiphenylsilyloxy)-1-(4-nitrophenyl)propylamine (782496-80-4) → 3-(4-nitrophenyl)-3-amino-1-propanol (782496-81-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jm051246n

Reference yield:

1-(4'-nitrophenyl)propane-1,3-diol (134250-58-1) → 3-(4-nitrophenyl)-3-amino-1-propanol (782496-81-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / imidazole / dimethylformamide / 1.2 h / -30 - -20 °C

2: 97 percent / triphenylphosphine; hydrazoic acid; diethyl azodicarboxylate / tetrahydrofuran; benzene / 2 h / 20 °C

3: 70 percent / propane-1,3-dithiol; Et₃N / methanol / 12 h / 20 °C

4: 82 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; 1.3-propanedithiol; hydrogen azide; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; benzene; 2: Mitsunobu reaction;

DOI:10.1021/jm051246n

Reference yield:

4-nitrobenzaldehdye (555-16-8) → 3-(4-nitrophenyl)-3-amino-1-propanol (782496-81-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 95 percent / tetrahydrofuran / 0.67 h / -50 °C

2.1: B₂H₆ / tetrahydrofuran / 20 h / 0 °C

2.2: 82 percent / aq. NaOH; H₂O₂ / 0.5 h / 0 °C

3.1: 95 percent / imidazole / dimethylformamide / 1.2 h / -30 - -20 °C

4.1: 97 percent / triphenylphosphine; hydrazoic acid; diethyl azodicarboxylate / tetrahydrofuran; benzene / 2 h / 20 °C

5.1: 70 percent / propane-1,3-dithiol; Et₃N / methanol / 12 h / 20 °C

6.1: 82 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; 1.3-propanedithiol; hydrogen azide; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; diborane; diethylazodicarboxylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; benzene; 1.1: Grignard reaction / 4.1: Mitsunobu reaction;

DOI:10.1021/jm051246n

upstream raw materials:

3-(tert-butyldiphenylsilyloxy)-1-(4-nitrophenyl)propylamine

1-(4'-nitrophenyl)propane-1,3-diol

4-nitrobenzaldehdye

3-(tert-butyldiphenylsilyloxy)-1-(4-nitrophenyl)propan-1-ol