(4-butylpiperidin-1-yl)(phenyl)methanone

Base Information

• Chemical Name: (4-butylpiperidin-1-yl)(phenyl)methanone
• CAS No.: 24152-44-1
• Molecular Formula: C₁₆H₂₃NO
• Molecular Weight: 245.365
• Mol file: 24152-44-1.mol

Synonyms:(4-butylpiperidin-1-yl)(phenyl)methanone

Chemical Property of (4-butylpiperidin-1-yl)(phenyl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of (4-butylpiperidin-1-yl)(phenyl)methanone

There total 6 articles about (4-butylpiperidin-1-yl)(phenyl)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: 80.0%

1-bromo-butane (109-65-9) + 1-Benzoyl-4-bromopiperidine (122374-26-9) → (4-butylpiperidin-1-yl)(phenyl)methanone (24152-44-1)

Guidance literature:

With nickel(II) iodide; 4,5-dihydro-2-(pyridin-2-yl)-1H-imidazole; lithium methanolate; bis(pinacol)diborane; In 1-methyl-pyrrolidin-2-one; at 40 ℃; for 16h;

DOI:10.1039/c3sc51098k

Reference yield: 70.0%

n-butyllithium (109-72-8,29786-93-4) + benzoyl chloride (98-88-4) + 4-pyridineboronic acid pinacol ester (181219-01-2) → (4-butylpiperidin-1-yl)(phenyl)methanone (24152-44-1)

Guidance literature:

n-butyllithium; 4-pyridineboronic acid pinacol ester; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.833333h; Inert atmosphere;

benzoyl chloride; In tetrahydrofuran; hexane; at -78 - -40 ℃; for 6.67h; Inert atmosphere;

With 10 mol% palladium on carbon; hydrogen; In tetrahydrofuran; methanol; hexane; for 48h;

DOI:10.1002/anie.201510027

Reference yield: 56.0%

(4-butyl-4-(4,4,5,5-tetramethyl-1,2-oxaborolan-2-yl)-3,4-dihydropyridin-1(2H)-yl)(phenyl)methanone → (4-butylpiperidin-1-yl)(phenyl)methanone (24152-44-1)

Guidance literature:

With 20mol% Pd/C; hydrogen; lithium hydroxide; In methanol; for 15h;

DOI:10.1002/anie.201510027

upstream raw materials:

1-bromo-butane

1-Benzoyl-4-bromopiperidine

(4-hydroxy-1-piperidinyl)(phenyl)methanone

benzoyl chloride

Refernces

• 1、 Xu, Hailiang,Zhao, Chenglong,Qian, Qun,Deng, Wei,Gong, Hegui. "Nickel-catalyzed cross-coupling of unactivated alkyl halides using bis(pinacolato)diboron as reductant". . p. 4022 - 4029. Retrieved 2013/09/23.