[5-((Z)-Dec-1-enyl)-2-nitro-phenyl]-methanol

Base Information

• Chemical Name: [5-((Z)-Dec-1-enyl)-2-nitro-phenyl]-methanol
• CAS No.: 168965-80-8
• Molecular Formula: C₁₇H₂₅NO₃
• Molecular Weight: 291.39
• Mol file: 168965-80-8.mol

Synonyms:[5-((Z)-Dec-1-enyl)-2-nitro-phenyl]-methanol

Chemical Property of [5-((Z)-Dec-1-enyl)-2-nitro-phenyl]-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [5-((Z)-Dec-1-enyl)-2-nitro-phenyl]-methanol

There total 2 articles about [5-((Z)-Dec-1-enyl)-2-nitro-phenyl]-methanol 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%

5-((Z)-Dec-1-enyl)-2-nitro-benzoic acid methyl ester (168965-79-5) → [5-((Z)-Dec-1-enyl)-2-nitro-phenyl]-methanol (168965-80-8)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 17h;

DOI:10.1021/jm970704s

Reference yield:

3-Methoxycarbonyl-4-nitrobenzoic acid (64152-09-6) → [5-((Z)-Dec-1-enyl)-2-nitro-phenyl]-methanol (168965-80-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / BH₃*methyl sulfide / tetrahydrofuran / 5 h / Heating

2: 94 percent / PCC, neutral activity I Al₂O₃ / CH₂Cl₂ / 18 h / 0 °C

3: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 40 min, 2.) THF, hexane, 0 deg C, 3.5 h

4: 82 percent / LiBH₄ / tetrahydrofuran / 17 h / 0 - 20 °C

With aluminum oxide; lithium borohydride; n-butyllithium; dimethylsulfide borane complex; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm970704s

Reference yield:

[5-((Z)-Dec-1-enyl)-2-nitro-phenyl]-methanol (168965-80-8) → [2-(2-Amino-5-decyl-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester (168965-86-4)

Guidance literature:

Multi-step reaction with 7 steps

1: NaH / toluene / 2 h / Ambient temperature

2: 77 percent / NaH / dimethylformamide / 16 h / Ambient temperature

3: conc. aq. HCl / acetic acid / 24 h / Heating

4: SOCl₂ / 30 h / Ambient temperature

5: CH₂Cl₂ / 18 h / Ambient temperature

6: 49 percent / LiBH₄ / tetrahydrofuran / 18.5 h / 0 - 20 °C

7: 92 percent / H₂ / 10percent Pd/C / ethanol / 10 h / Ambient temperature

With hydrogenchloride; lithium borohydride; thionyl chloride; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm970704s

upstream raw materials:

5-((Z)-Dec-1-enyl)-2-nitro-benzoic acid methyl ester

3-Methoxycarbonyl-4-nitrobenzoic acid

Downstream raw materials:

Toluene-4-sulfonic acid 5-((Z)-dec-1-enyl)-2-nitro-benzyl ester

[2-(2-Amino-5-decyl-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

[2-(5-Decyl-2-methylamino-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

[2-(5-Decyl-2-formylamino-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester