2-nitro-3-phenylpropan-1-ol

Base Information

• Chemical Name: 2-nitro-3-phenylpropan-1-ol
• CAS No.: 98996-42-0
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 181.191
• Mol file: 98996-42-0.mol

Synonyms:2-nitro-3-phenylpropan-1-ol

Chemical Property of 2-nitro-3-phenylpropan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 2-nitro-3-phenylpropan-1-ol

There total 3 articles about 2-nitro-3-phenylpropan-1-ol 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: 80.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-Phenylnitroethane (6125-24-2) → 2-nitro-3-phenylpropan-1-ol (98996-42-0)

Guidance literature:

2-Phenylnitroethane; With water; sodium hydroxide; at 0 - 23 ℃; for 2h;

formaldehyd; at 0 - 23 ℃; for 1h;

DOI:10.1021/acs.orglett.0c03683

Reference yield:

nitrostyrene (5153-67-3) → 2-nitro-3-phenylpropan-1-ol (98996-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate; silica gel / chloroform; isopropyl alcohol / 1.33 h / 0 - 23 °C / Inert atmosphere

2.1: sodium hydroxide / water / 2 h / 23 °C / Inert atmosphere

2.2: 1.5 h / 0 - 23 °C / Inert atmosphere

With sodium tetrahydroborate; silica gel; sodium hydroxide; In chloroform; water; isopropyl alcohol;

DOI:10.1021/acs.orglett.8b03039

Reference yield:

2-phenylethanol (60-12-8) → 2-nitro-3-phenylpropan-1-ol (98996-42-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0 - 25 °C

2.1: sodium nitrite / dimethyl sulfoxide / 2 h / 20 °C

3.1: potassium hydroxide / methanol / 1.5 h / 25 °C / pH 8 - 9

3.2: 1.5 h / 25 °C / pH 4

With carbon tetrabromide; triphenylphosphine; potassium hydroxide; sodium nitrite; In methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1002/adsc.201400851

upstream raw materials:

formaldehyd

2-Phenylnitroethane

2-phenylethanol

nitrostyrene

Refernces

• 1、 Zhu, Chen,Han, Man-Yi,Liang, Xiu-Xia,Guan, Bin,Li, Pinhua,Wang, Lei. "Hydrogen-Bond-Assisted Sequential Reaction of Silyl Glyoxylates: Stereoselective Synthesis of Silyl Enol Ethers". supporting information. p. 54 - 59. Retrieved 2021/01/09.
• 2、 Han, Yong,Zheng, Bo,Peng, Yungui. "Construction of chiral 2-substituted octahydroindoles from cyclic ketones and nitroolefins bearing only one α-substituent". supporting information. p. 1136 - 1142. Retrieved 2015/04/22.