1-N-BOC-4-(4-CHLOROPHENYL)PIPERIDINE

Base Information

• Chemical Name: 1-N-BOC-4-(4-CHLOROPHENYL)PIPERIDINE
• CAS No.: 946593-11-9
• Molecular Formula: C16H22ClNO2
• Molecular Weight: 295.809
• Hs Code.: 2933399090
• Mol file: 946593-11-9.mol

Synonyms:4-(4-Chloro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester;1-N-Boc-4-(4-Chlorophenyl)piperidine;1-Boc-4-(4-Chlorophenyl)piperidine;

Chemical Property of 1-N-BOC-4-(4-CHLOROPHENYL)PIPERIDINE

Chemical Property:

• Vapor Pressure: 3.98E-06mmHg at 25°C
• Boiling Point: 384.8oC at 760 mmHg
• PKA: -1.75±0.40(Predicted)
• Flash Point: 186.5oC
• PSA: 29.54000
• Density: 1.134g/cm3
• LogP: 4.39240
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

1-N-BOC-4-(4-CHLOROPHENYL)PIPERIDINE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-N-BOC-4-(4-CHLOROPHENYL)PIPERIDINE

There total 14 articles about 1-N-BOC-4-(4-CHLOROPHENYL)PIPERIDINE 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%

4-(4-Chloro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-50-4) → tert-butyl 4-(4-chlorophenyl)piperidine-1-carboxylate (946593-11-9)

Guidance literature:

With hydrogen; In methanol; at 20 ℃; Inert atmosphere;

Reference yield: 87.0%

1-Chloro-4-iodobenzene (637-87-6) + 1-(tert-butyl) 4-(1,3-dioxoisoindolin-2-yl) piperidine-1,4-dicarboxylate (1872262-73-1) → tert-butyl 4-(4-chlorophenyl)piperidine-1-carboxylate (946593-11-9)

Guidance literature:

With chloro-trimethyl-silane; (1,2-dimethoxyethane)dichloronickel(II); pyridine-2-carboxamidine hydrochloride; 1-Bromo-2-chloroethane; zinc; In tetrahydrofuran; N,N-dimethyl acetamide; at 30 ℃; Inert atmosphere; Flow reactor;

DOI:10.1002/chem.201905048

Reference yield: 80.0%

4-Chlorophenylboronic acid (1679-18-1) + 1-(tert-butyl)-4-(4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl)piperidine-1,4-dicarboxylate → tert-butyl 4-(4-chlorophenyl)piperidine-1-carboxylate (946593-11-9)

Guidance literature:

With nickel(II) chloride hexahydrate; triethylamine; 4,4'-di-tert-butyl-2,2'-bipyridine; In 1,4-dioxane; N,N-dimethyl-formamide; at 75 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201605463

upstream raw materials:

N-tert-butyloxycarbonylpiperidin-4-one

4-(4-chloro-phenyl)-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester

1-Chloro-4-iodobenzene

4-(4-Chloro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

4-(4-chlorophenyl)piperidine

Refernces

• 1、 Watanabe, Eiichi,Chen, Yiding,May, Oliver,Ley, Steven V.. "A Practical Method for Continuous Production of sp3-Rich Compounds from (Hetero)Aryl Halides and Redox-Active Esters". supporting information. p. 186 - 191. Retrieved 2019/12/24.
• 2、 Greb, Andreas,Poh, Jian-Siang,Greed, Stephanie,Battilocchio, Claudio,Pasau, Patrick,Blakemore, David C.,Ley, Steven V.. "A Versatile Route to Unstable Diazo Compounds via Oxadiazolines and their Use in Aryl–Alkyl Cross-Coupling Reactions". . p. 16602 - 16605. Retrieved 2017/12/13.