[2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methyl benzoate

Base Information

• Chemical Name: [2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methyl benzoate
• CAS No.: 61397-56-6
• Molecular Formula: C18H15BrCl2O4
• Molecular Weight: 446.125
• European Community (EC) Number: 262-765-9
• Nikkaji Number: J1.542.852J
• Mol file: 61397-56-6.mol

Synonyms:C18H15BrCl2O4;61397-56-6;[2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methyl benzoate;C18-H15-Br-Cl2-O4;(2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)methyl benzoate;cis-2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-ylmethyl benzoate;61397-57-7;SCHEMBL6966505;STK524733;AKOS000583101;AKOS024307804;FT-0640751;2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-methanol benzoate

Chemical Property of [2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methyl benzoate

Chemical Property:

• Vapor Pressure: 8.54E-11mmHg at 25°C
• Melting Point: 116-117 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.59
• Boiling Point: 528.6 °C at 760 mmHg
• Flash Point: 273.5 °C
• PSA: 44.76000
• Density: 1.512 g/cm³
• LogP: 4.81350
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 12μg/L at 20℃
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 443.95308
• Heavy Atom Count: 25
• Complexity: 460

Purity/Quality:

99% ^*data from raw suppliers

cis-[2-Bromomethyl-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methylBenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC(O1)(CBr)C2=C(C=C(C=C2)Cl)Cl)COC(=O)C3=CC=CC=C3
• Uses: cis-[2-Bromomethyl-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methyl Benzoate is an intermediate in the preparation of antifungal agents such as Ketoconazole (K186000), Itraconazole (I937500) and Tercon azole.

Technology Process of [2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methyl benzoate

There total 10 articles about [2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methyl benzoate 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: 54.0%

sodium benzoate (532-32-1) + (+/-)-2-(bromomethyl)-4-(chloromethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane (497250-93-8) → (+/-)-cis-[2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-yl]methyl benzoate (61397-56-6) + trans-[2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methyl benzoate (61397-56-6,61397-57-7,68684-86-6,68751-58-6)

Guidance literature:

In N,N-dimethyl-formamide; at 160 - 165 ℃; for 6h;

DOI:10.1016/0957-4166(95)00161-H

Reference yield: 54.0%

sodium benzoate (532-32-1) + (+/-)-2-(bromomethyl)-4-(chloromethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane (497250-93-8) → (+/-)-cis-[2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-yl]methyl benzoate (61397-56-6) + trans-[2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methyl benzoate (61397-56-6,61397-57-7,68684-86-6,68751-58-6)

Guidance literature:

In N,N-dimethyl-formamide; at 160 - 165 ℃; for 6h;

DOI:10.1016/0957-4166(95)00161-H

Reference yield: 50.0%

2-(2,4-dichlorophenyl)-2-bromomethyl-4-hydroxymethyl-1,3-dioxolane (68751-57-5) + benzoyl chloride (98-88-4) → (+/-)-cis-[2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-yl]methyl benzoate (61397-56-6) + trans-[2-(Bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl]methyl benzoate (61397-56-6,61397-57-7,68684-86-6,68751-58-6)

Guidance literature:

In pyridine; at 5 ℃; for 3h;

DOI:10.1016/S0223-5234(97)83290-4

upstream raw materials:

2-(2,4-dichlorophenyl)-2-bromomethyl-4-hydroxymethyl-1,3-dioxolane

benzoyl chloride

sodium benzoate

(+/-)-2-(bromomethyl)-4-(chloromethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane

Downstream raw materials:

cis-2-(2,4-dichlorophenyl)-2-(4H-1,2,4-triazol-4-ylmethyl)-1,3-dioxolane-4-methanol

cis-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol

Benzoic acid (2R,4R)-2-(2,4-dichloro-phenyl)-2-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-4-ylmethyl ester

cis-2-(2,4-Dichlorophenyl)-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane-4-methanol

Refernces

• 1、 Camps, Pelayo,Farres, Xavier,Garcia, Luisa,Ginesta, Joan,Pascual, Jaume,et al.. "Stereoselective Syntheses of Both Enantiomers of Ketoconazole from (R)- and (S)-Epichlorohydrin". . p. 1283 - 1294. Retrieved 2007/10/03.