threo-1,2-Diphenyl-1-propanol

Base Information

• Chemical Name: threo-1,2-Diphenyl-1-propanol
• CAS No.: 7693-84-7
• Molecular Formula: C₁₅H₁₆O
• Molecular Weight: 212.291
• Mol file: 7693-84-7.mol

Synonyms:

Chemical Property of threo-1,2-Diphenyl-1-propanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of threo-1,2-Diphenyl-1-propanol

There total 94 articles about threo-1,2-Diphenyl-1-propanol 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: 92.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + benzoic acid anhydride (93-97-0) → (1R,2R)-1,2-diphenyl-propan-1-ol (7693-84-7,7693-85-8,28795-94-0,56844-75-8,56844-80-5,89103-72-0,89103-75-3)

Guidance literature:

styrene; benzoic acid anhydride; With (+)-1,2-bis((2S,5S)-2,5-diphenylphospholanyl)ethane; copper diacetate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

With dimethoxymethylsilane; In tetrahydrofuran; at 40 ℃; for 20h; Reagent/catalyst; stereoselective reaction; Inert atmosphere;

DOI:10.1021/jacs.6b03086

Reference yield: 80.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + phenylboronic acid (98-80-6) → 1,3-diphenylpropan-1-ol (14097-24-6) + (1RS,2RS)-1,2-diphenyl-propan-1-ol (7693-84-7,7693-85-8,28795-94-0,56844-75-8,56844-80-5,89103-72-0,89103-75-3) + (1RS,2SR)-1,2-diphenyl-propan-1-ol (7693-84-7,7693-85-8,28795-94-0,56844-75-8,56844-80-5,89103-72-0,89103-75-3)

Guidance literature:

styrene; With (acetylacetonato)dicarbonylrhodium (l); carbon monoxide; hydrogen; triphenylphosphine; In 1,2-dimethoxyethane; at 65 ℃; for 1.5h; under 26252.6 Torr; Autoclave;

phenylboronic acid; With potassium tert-butylate; In 1,2-dimethoxyethane; water; at 90 ℃; for 24h; Overall yield = 83 %; regioselective reaction; Autoclave; Inert atmosphere;

DOI:10.1002/adsc.201300968

Reference yield: 80.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + phenylboronic acid (98-80-6) → 1,3-diphenylpropan-1-ol (14097-24-6) + (1RS,2RS)-1,2-diphenyl-propan-1-ol (7693-84-7,7693-85-8,28795-94-0,56844-75-8,56844-80-5,89103-72-0,89103-75-3) + (1RS,2SR)-1,2-diphenyl-propan-1-ol (7693-84-7,7693-85-8,28795-94-0,56844-75-8,56844-80-5,89103-72-0,89103-75-3)

Guidance literature:

styrene; With (acetylacetonato)dicarbonylrhodium (l); carbon monoxide; hydrogen; triphenylphosphine; In 1,2-dimethoxyethane; at 65 ℃; for 1.5h; under 26252.6 Torr; Autoclave;

phenylboronic acid; With potassium tert-butylate; In 1,2-dimethoxyethane; water; at 90 ℃; for 24h; Overall yield = 83 %; regioselective reaction; Autoclave; Inert atmosphere;

DOI:10.1002/adsc.201300968

upstream raw materials:

formic acid

(1R,2R)-1-bromo-1,2-diphenyl-propane

sodium formate

(1S,2R)-1-bromo-1,2-diphenyl-propane

Downstream raw materials:

1,2-diphenylpropan-1-one

4-ethylbenzophenone

Refernces

• 1、 Ishida, Seima,Suzuki, Hiroyuki,Uchida, Seiichiro,Yamaguchi, Eiji,Itoh, Akichika. "Nickel Catalyzed Intermolecular Carbonyl Addition of Aryl Halide". supporting information. p. 7483 - 7487. Retrieved 2019/12/11.
• 2、 Almeida, Ana R.,Dias, Roberto D.,Monteiro, Carlos J. P.,Abreu, Artur R.,Gois, Pedro M. P.,Bayon, J. Carles,Pereira, Mariette M.. "Rhodium-catalysed tandem hydroformylation/arylation reaction with boronic acids". supporting information. p. 1223 - 1228. Retrieved 2014/05/06.