N-(1-hydroxy-3-(4-methoxyphenyl)propan-2-yl)acetamide

Base Information

• Chemical Name: N-(1-hydroxy-3-(4-methoxyphenyl)propan-2-yl)acetamide
• CAS No.: 86886-42-2
• Molecular Formula: C₁₂H₁₇NO₃
• Molecular Weight: 223.272
• Mol file: 86886-42-2.mol

Synonyms:N-(1-hydroxy-3-(4-methoxyphenyl)propan-2-yl)acetamide

Chemical Property of N-(1-hydroxy-3-(4-methoxyphenyl)propan-2-yl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1-hydroxy-3-(4-methoxyphenyl)propan-2-yl)acetamide

There total 5 articles about N-(1-hydroxy-3-(4-methoxyphenyl)propan-2-yl)acetamide 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: 75.0%

2-(((tert-butyldimethylsilyl)oxy)imino)-3-(4-methoxyphenyl)propyl acetate → N-(1-hydroxy-3-(4-methoxyphenyl)propan-2-yl)acetamide (86886-42-2)

Guidance literature:

2-(((tert-butyldimethylsilyl)oxy)imino)-3-(4-methoxyphenyl)propyl acetate; With ammonium fluoride; hydrogen; In methanol; water; at 55 ℃; for 4h; under 22502.3 Torr; Autoclave;

With dmap; In toluene; at 100 ℃; for 4h;

DOI:10.1002/ejoc.202100469

Reference yield:

4-(2-nitro-propenyl)-anisole (17354-63-1) → N-(1-hydroxy-3-(4-methoxyphenyl)propan-2-yl)acetamide (86886-42-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate; ethanol / 1,4-dioxane / 1.58 h / 0 - 20 °C

1.2: 0 °C

2.1: sodium hydride; 15-crown-5 / tert-butyl alcohol / 1 h / 0 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / tert-butyl alcohol / 2 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 - 20 °C / Inert atmosphere

4.1: ammonium fluoride; hydrogen / methanol; water / 4 h / 55 °C / 22502.3 Torr / Autoclave

4.2: 4 h / 100 °C

With ammonium fluoride; sodium tetrahydroborate; 15-crown-5; ethanol; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; water; tert-butyl alcohol; 3.1: |Claisen Rearrangement / 3.2: |Claisen Rearrangement;

DOI:10.1002/ejoc.202100469

Reference yield:

C12H15NO4 → N-(1-hydroxy-3-(4-methoxyphenyl)propan-2-yl)acetamide (86886-42-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / tert-butyl alcohol / 2 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 - 20 °C / Inert atmosphere

2.1: ammonium fluoride; hydrogen / methanol; water / 4 h / 55 °C / 22502.3 Torr / Autoclave

2.2: 4 h / 100 °C

With ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; In methanol; water; tert-butyl alcohol; 1.1: |Claisen Rearrangement / 1.2: |Claisen Rearrangement;

DOI:10.1002/ejoc.202100469

upstream raw materials:

ethyl 2-acetamido-3-(4-methoxyphenyl)propanoate

4-(2-nitro-propenyl)-anisole

2-nitro-1-(4-methoxylphenyl) propane

Downstream raw materials:

2-amino-3-(4-methoxyphenyl)-1-propanol

Refernces