3-Isopropyl-4-hydroxyacetanilide

Base Information

• Chemical Name: 3-Isopropyl-4-hydroxyacetanilide
• CAS No.: 13780-91-1
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.246
• DSSTox Substance ID: DTXSID50876515
• Wikidata: Q82858163

Synonyms:13780-91-1;3-ISOPROPYL-4-HYDROXYACETANILIDE;SCHEMBL13061718;DTXSID50876515

Chemical Property of 3-Isopropyl-4-hydroxyacetanilide

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 204

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C1=C(C=CC(=C1)NC(=O)C)O

Technology Process of 3-Isopropyl-4-hydroxyacetanilide

There total 4 articles about 3-Isopropyl-4-hydroxyacetanilide 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:

2-(1-methylethyl)phenol (88-69-7) → N-(4-Hydroxy-3-isopropyl-phenyl)-acetamide (13780-91-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 34 percent / aq. HCl, NaNO₂ / aq. ethanol / 5 h / 0 °C

2: H₂ / Ni (Ra) / methanol / 5.5 h / 2663.3 Torr

3: methanol; tetrahydrofuran / 0.5 h / Heating

With hydrogenchloride; hydrogen; sodium nitrite; nickel; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm00388a027

Reference yield:

2-isopropyl-[1,4]benzoquinone 4-oxime (107244-57-5) → N-(4-Hydroxy-3-isopropyl-phenyl)-acetamide (13780-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Ni (Ra) / methanol / 5.5 h / 2663.3 Torr

2: methanol; tetrahydrofuran / 0.5 h / Heating

With hydrogen; nickel; In tetrahydrofuran; methanol;

DOI:10.1021/jm00388a027

Reference yield:

2-iso-Propyl-4-aminophenol (16750-66-6) + acetic anhydride (108-24-7) → N-(4-Hydroxy-3-isopropyl-phenyl)-acetamide (13780-91-1)

Guidance literature:

In tetrahydrofuran; methanol; for 0.5h; Yield given; Heating;

DOI:10.1021/jm00388a027

upstream raw materials:

2-iso-Propyl-4-aminophenol

acetic anhydride

2-(1-methylethyl)phenol

2-isopropyl-[1,4]benzoquinone 4-oxime

Downstream raw materials:

N-[3-(tert-butylamino-methyl)-4-hydroxy-5-isopropyl-phenyl]-acetamide

4-amino-2-<(diethylamino)methyl>-6-(1-methylethyl)phenol dihydrochloride

4-[(7-chloro-4-quinolinyl)amino]-2-[(diethylamino)methyl]-6-(1-methylethyl)phenol N^ω oxide

4-(7-Chloro-quinolin-4-ylamino)-2-diethylaminomethyl-6-isopropyl-phenol

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