(3-Hydroxynaphthalen-2-yl)(piperidin-1-yl)methanone

Base Information

• Chemical Name: (3-Hydroxynaphthalen-2-yl)(piperidin-1-yl)methanone
• CAS No.: 3692-69-1
• Molecular Formula: C16H17NO2
• Molecular Weight: 255.316
• NSC Number: 37162
• DSSTox Substance ID: DTXSID70284411
• Wikidata: Q82019348
• ChEMBL ID: CHEMBL1983577
• Mol file: 3692-69-1.mol

Synonyms:(3-hydroxynaphthalen-2-yl)(piperidin-1-yl)methanone;3692-69-1;3-(piperidine-1-carbonyl)naphthalen-2-ol;NSC37162;Oprea1_622737;SCHEMBL6479981;CHEMBL1983577;DTXSID70284411;NSC 37162;NSC-37162;AKOS001426014;CCG-329125;NCI60_003424;SR-01000209996;SR-01000209996-1;Z27689057

Chemical Property of (3-Hydroxynaphthalen-2-yl)(piperidin-1-yl)methanone

Chemical Property:

• Vapor Pressure: 2.35E-09mmHg at 25°C
• Boiling Point: 467.3°Cat760mmHg
• Flash Point: 236.4°C
• Density: 1.232g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 255.125928785
• Heavy Atom Count: 19
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCN(CC1)C(=O)C2=CC3=CC=CC=C3C=C2O

Technology Process of (3-Hydroxynaphthalen-2-yl)(piperidin-1-yl)methanone

There total 6 articles about (3-Hydroxynaphthalen-2-yl)(piperidin-1-yl)methanone 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: 74.0%

piperidine (110-89-4) + 3-Hydroxy-2-naphthoic acid (92-70-6) → 2-hydroxy-3-piperidinocarbonylnaphthalene (3692-69-1)

Guidance literature:

3-Hydroxy-2-naphthoic acid; With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 25 ℃; for 24h; Inert atmosphere;

In tetrahydrofuran; dichloromethane; at 0 ℃; for 0.333333h; Inert atmosphere;

piperidine; In tetrahydrofuran; dichloromethane; at 25 ℃; for 72h; Inert atmosphere;

DOI:10.1016/j.dyepig.2018.03.070

Reference yield:

piperidine (110-89-4) + 3-hydroxy-2-naphthoyl chloride (1734-00-5) → 2-hydroxy-3-piperidinocarbonylnaphthalene (3692-69-1)

Guidance literature:

With triethylamine; In chloroform; Heating;

DOI:10.1021/jo00085a009

Reference yield:

3-Hydroxy-2-naphthoic acid (92-70-6) → 2-hydroxy-3-piperidinocarbonylnaphthalene (3692-69-1)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 4 h / Heating

2: DMAP / CH₂Cl₂ / 20 °C

With dmap; thionyl chloride; In dichloromethane;

DOI:10.1021/jo0340206

upstream raw materials:

piperidine

ethyl 3-hydroxy-2-naphthanoate

3-hydroxy-2-naphthoyl chloride

3-Hydroxy-2-naphthoic acid

Downstream raw materials:

[4-(4-Diethylamino-phenylazo)-3-hydroxy-naphthalen-2-yl]-piperidin-1-yl-methanone

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