(R)-(+)-1-(4-chlorophenyl)-2-hydroxypropan-1-one

Base Information

• Chemical Name: (R)-(+)-1-(4-chlorophenyl)-2-hydroxypropan-1-one
• CAS No.: 151716-73-3
• Molecular Formula: C₉H₉ClO₂
• Molecular Weight: 184.622
• Mol file: 151716-73-3.mol

Synonyms:(R)-(+)-1-(4-chlorophenyl)-2-hydroxypropan-1-one

Chemical Property of (R)-(+)-1-(4-chlorophenyl)-2-hydroxypropan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(+)-1-(4-chlorophenyl)-2-hydroxypropan-1-one

There total 8 articles about (R)-(+)-1-(4-chlorophenyl)-2-hydroxypropan-1-one 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-chlorobenzaldehyde (104-88-1) + acetaldehyde (75-07-0,9002-91-9) → (R)-(+)-1-(4-chlorophenyl)-2-hydroxypropan-1-one (151716-73-3)

Guidance literature:

With thiamine diphosphate; magnesium sulfate; benzaldehyde lyase; In phosphate buffer; dimethyl sulfoxide; at 25 ℃; pH=7.0; Enzymatic reaction;

DOI:10.1002/1615-4169(200201)344:1<96::AID-ADSC96>3.0.CO;2-Z

Reference yield:

4-chlorobenzaldehyde (104-88-1) + acetaldehyde (75-07-0,9002-91-9) → (S)-(-)-1-(4-chlorophenyl)-2-hydroxypropan-1-one + (R)-(+)-1-(4-chlorophenyl)-2-hydroxypropan-1-one (151716-73-3)

Guidance literature:

With benzoylformate decarboxylase from P_. putida ATCC 12633; In phosphate buffer; at 20 ℃; for 20h; pH=7.0; Title compound not separated from byproducts.; Enzymatic reaction;

Reference yield:

4'-chloropropiophenone (6285-05-8) → (R)-(+)-1-(4-chlorophenyl)-2-hydroxypropan-1-one (151716-73-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / CuBr₂ / ethyl acetate; CHCl₃ / 2 h / Heating

2: 81 percent / NaH / methanol / 0.25 h / 25 °C

3: 85 percent / pyridine / 2 h / 25 °C

With pyridine; sodium hydride; copper(ll) bromide; In methanol; chloroform; ethyl acetate;

upstream raw materials:

1-(4-chlorophenyl)-2-hydroxypropan-1-one

α-acetoxy-p-chloropropiophenone

4-chlorobenzaldehyde

acetaldehyde

Refernces

• 1、 Demir, Ayhan S.,Sesenoglu, Oezge,Eren, Elif,Hosrik, Birsu,Pohl, Martina,Janzen, Elena,Kolter, Doris,Feldmann, Ralf,Duenkelmann, Pascal,Mueller, Michael. "Enantioselective Synthesis of α-Hydroxy Ketones via Benzaldehyde Lyase-Catalyzed C-C Bond Formation Reaction". . p. 96 - 103. Retrieved 2007/10/03.
• 2、 Duh, Tsai-Hui,Wang, Yi-Fong,Wu, Ming-Jung. "Resolution of Secondary α-Ketoalcohols Catalyzed by Lipase and Inversioon of Stereochemistry". . p. 579 - 584. Retrieved 2007/10/02.