CID 9812850

Base Information

• Chemical Name: CID 9812850
• CAS No.: 13289-97-9
• Molecular Formula: C10H15N^.BH3
• Molecular Weight: 163.071
• Hs Code.: 29299090
• NSC Number: 239123
• Mol file: 13289-97-9.mol

Synonyms:NSC239123;AKOS025147294;NSC-239123

Chemical Property of CID 9812850

Chemical Property:

• Appearance/Colour: clear colorless to amber liquid
• Vapor Pressure: 0.163mmHg at 25°C
• Melting Point: -30--27 °C(lit.)
• Refractive Index: 1.5245-1.5265
• Boiling Point: 213.5 °C at 760 mmHg
• Flash Point: 97.8 °C
• PSA: 3.24000
• Density: 0.92 g/cm³
• LogP: 1.34890
• Storage Temp.: Refrigerator
• Water Solubility.: MAY DECOMPOSE
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 160.1297546
• Heavy Atom Count: 12
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

Borane N,N-diethylaniline complex ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10-14-51/53-33-23/24/25-14/15
• Safety Statements: 16-33-36/37/39-43-9-61-45-28A-8

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [B-][N+](CC)(CC)C1=CC=CC=C1
• Uses: Reactant for: Diastereoselective reduction of prochiral enone intermediatesBorylation of aryl halidesReductions of ketones, acids, esters, amides, and nitrilesInvestigations of borane source on enantioselectivity in enantiopure oxazaborolidine-catalyzed asymmetric borane reduction of ketonesReactant for synthesis of:Chromanol derivatives as CETP inhibitors for the treatment of cardiovascular disease Allylic alcohols via enantioselective reductionsPinacolboranes for one-pot synthesis of unsymmetrical biaryls

Technology Process of CID 9812850

There total 7 articles about CID 9812850 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:

(S)-diphenylprolinol (22348-32-9,63401-04-7,112022-88-5,112068-01-6) + N,N-diethylaniline hydrochloride (5882-45-1) → borane N,N-diethylaniline complex (13289-97-9) + (S)-Corey-Bakshi-Shibata oxazaborolidine

Guidance literature:

N,N-diethylaniline hydrochloride; With sodium tetrahydroborate; In 1,2-dimethoxyethane; dichloromethane; water; at 20 - 30 ℃; for 6h; Inert atmosphere; Large scale reaction;

(S)-diphenylprolinol; In 1,2-dimethoxyethane; dichloromethane; at 25 - 30 ℃; for 1h; Inert atmosphere;

DOI:10.1021/op300034u

Reference yield:

N,N-diethylaniline (91-66-7) + diborane (19287-45-7) → borane N,N-diethylaniline complex (13289-97-9)

Guidance literature:

In neat (no solvent); addn. of diborane to amine at liquid N2 temp., keeping at -111°C, -78°C and 0°C consecutively, stirring at 0°C for 4-6 h (vacuum line); cooling to -78°C, removal of B2H6 by distn.;

Reference yield:

borane tetrahydrofuran + N,N-diethylaniline (91-66-7) → borane N,N-diethylaniline complex (13289-97-9)

Guidance literature:

In tetrahydrofuran; addn. of borane soln. to amine soln. at 0°C during 1 h, stirring for 1 h (N2); evapn. (vac.), drying (vac., overnight);

upstream raw materials:

N,N-diethylaniline hydrochloride

N,N-diethylaniline

diborane

sodium tetrahydroborate

Downstream raw materials:

triphenylphosphine borane

hydrogen

(R)-1-(1-{3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-phenyl-isoxazol-5-yl}-cyclopropyl)-ethanol

borane-ammonia complex

Refernces

• 1、 Mahale, Rajendra D.,Chaskar, Sudhir P.,Patil, Kiran E.,Maikap, Golak C.,Gurjar, Mukund K.. "Corey-itsuno reduction of ketones: A development of safe and inexpensive process for synthesis of some API intermediates". experimental part. p. 710 - 713. Retrieved 2012/07/27.
• 2、 Brown, Herbert C.,Murray, Leo T.. "Molecular addition compounds. 9. Effect of structure on the reactivities of representative borane-amine complexes in typical reactions such as hydrolysis, hydroboration, and reduction". . p. 2746 - 2753. Retrieved 2008/10/08.