5-Hydroxy-N,2-dimethyl-N-phenylpentanamide

Base Information

• Chemical Name: 5-Hydroxy-N,2-dimethyl-N-phenylpentanamide
• CAS No.: 820244-25-5
• Molecular Formula: C13H19NO2
• Molecular Weight: 221.299
• DSSTox Substance ID: DTXSID40514530
• Mol file: 820244-25-5.mol

Synonyms:5-HYDROXY-N,2-DIMETHYL-N-PHENYLPENTANAMIDE;820244-25-5;DTXSID40514530

Chemical Property of 5-Hydroxy-N,2-dimethyl-N-phenylpentanamide

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 221.141578849
• Heavy Atom Count: 16
• Complexity: 212

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCCO)C(=O)N(C)C1=CC=CC=C1

Technology Process of 5-Hydroxy-N,2-dimethyl-N-phenylpentanamide

There total 2 articles about 5-Hydroxy-N,2-dimethyl-N-phenylpentanamide 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: 88.0%

α-methyl-δ-valerolactone (73746-79-9,80698-15-3,107242-87-5,10603-03-9,823-22-3) + N-methylaniline (100-61-8) → 5-hydroxy-2,N-dimethyl-N-phenylpentanamide (820244-25-5)

Guidance literature:

With aluminium trichloride; In 1,2-dichloro-ethane; at 15 - 25 ℃; for 5h;

DOI:10.1002/hlca.200490226

Reference yield:

3,4,5,6-tetrahydro-2H-pyran-2-one (542-28-9,26354-94-9) → 5-hydroxy-2,N-dimethyl-N-phenylpentanamide (820244-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran / 1 h / -65 - -60 °C

1.2: 44 percent / 1,3-dimethylimidazolidin-2-one / tetrahydrofuran / 4 h / -65 °C

2.1: 88 percent / AlCl₃ / 1,2-dichloro-ethane / 5 h / 15 - 25 °C

With aluminium trichloride; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1002/hlca.200490226

Reference yield: 73.0%

5-hydroxy-2,N-dimethyl-N-phenylpentanamide (820244-25-5) → 4-methyl-5-[methyl(phenyl)amino]-5-oxopentanoic acid (820244-27-7)

Guidance literature:

With ruthenium trichloride; sodium periodate; In water; ethyl acetate; acetonitrile; at 20 ℃; for 4h;

DOI:10.1002/hlca.200490226

upstream raw materials:

α-methyl-δ-valerolactone

N-methylaniline

3,4,5,6-tetrahydro-2H-pyran-2-one

Downstream raw materials:

4-methyl-5-[methyl(phenyl)amino]-5-oxopentanoic acid

methyl 4-methyl-5-[methyl(phenyl)amino]-5-oxopentanoate

methyl 3-(3-amino-2,N-dimethyl-N-phenyl-2H-azirin-2-yl)propanoate

methyl 4-methyl-5-[methyl(phenyl)amino]-5-thioxopentanoate