(R)-2-(4-bromophenyl)-2-cyclopropylpropanal oxime

Base Information

• Chemical Name: (R)-2-(4-bromophenyl)-2-cyclopropylpropanal oxime
• CAS No.: 1448893-31-9
• Molecular Formula: C₁₂H₁₄BrNO
• Molecular Weight: 268.153
• Mol file: 1448893-31-9.mol

Synonyms:(R)-2-(4-bromophenyl)-2-cyclopropylpropanal oxime

Chemical Property of (R)-2-(4-bromophenyl)-2-cyclopropylpropanal oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(4-bromophenyl)-2-cyclopropylpropanal oxime

There total 10 articles about (R)-2-(4-bromophenyl)-2-cyclopropylpropanal oxime 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: 98.2%

(R)-2-(4-bromophenyl)-2-cyclopropylpropanal (1448893-30-8) → (R)-2-(4-bromophenyl)-2-cyclopropylpropanal oxime (1448893-31-9)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; water; at 10 - 20 ℃; for 3.5h; Inert atmosphere;

DOI:10.1021/jo502550h

Reference yield:

para-bromoacetophenone (99-90-1) → (R)-2-(4-bromophenyl)-2-cyclopropylpropanal oxime (1448893-31-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: formic acid; N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide; dichloro(mesitylene)ruthenium(II) dimer; triethylamine / acetonitrile / 15 h / 0 - 20 °C / Inert atmosphere; Large scale

2.1: triethylamine / acetonitrile / 18 h / 82 °C / Inert atmosphere; Large scale

3.1: lithium diisopropyl amide / tert-butyl methyl ether / -15 - 10 °C / Inert atmosphere; Large scale

4.1: lithium diisopropyl amide / tetrahydrofuran; 1,4-dioxane; n-heptane; ethylbenzene / -45 - 40 °C / Inert atmosphere; Large scale

4.2: -45 - 20 °C / Inert atmosphere; Large scale

4.3: 0 - 25 °C / Inert atmosphere; Large scale

5.1: hydroxylamine / water; ethanol / 2 h / 0 - 30 °C / Large scale

With formic acid; dichloro(mesitylene)ruthenium(II) dimer; hydroxylamine; triethylamine; N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; ethanol; n-heptane; tert-butyl methyl ether; ethylbenzene; water; acetonitrile;

Reference yield:

(S)-1-(4-bromophenyl)ethyl diisopropylcarbamate (1448893-28-4) → (R)-2-(4-bromophenyl)-2-cyclopropylpropanal oxime (1448893-31-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tert-butyl methyl ether / -15 - 10 °C / Inert atmosphere; Large scale

2.1: lithium diisopropyl amide / tetrahydrofuran; 1,4-dioxane; n-heptane; ethylbenzene / -45 - 40 °C / Inert atmosphere; Large scale

2.2: -45 - 20 °C / Inert atmosphere; Large scale

2.3: 0 - 25 °C / Inert atmosphere; Large scale

3.1: hydroxylamine / water; ethanol / 2 h / 0 - 30 °C / Large scale

With hydroxylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; ethanol; n-heptane; tert-butyl methyl ether; ethylbenzene; water;

upstream raw materials:

para-bromoacetophenone

(S)-1-(4-bromophenyl)ethyl diisopropylcarbamate

(S)-1-(4-bromophenyl)ethanol

(R)-2-(4-bromophenyl)-2-cyclopropylpropanal

Downstream raw materials:

(R)-2-(4-bromophenyl)-2-cyclopropyl-N′-hydroxypropanimidamide

(R,Z)-2-(4-(2-aminopyrimidin-5-yl)phenyl)-2-cyclopropyl-N′-hydroxypropanimidamide

5-(4-{(R)-1-cyclopropyl-1-[5-(1H-pyrazol-4-yl)-[1,2,4]oxadiazol-3-yl]ethyl}phenyl)pyrimidin-2-ylamine

2-[4-(3-{(1R)-1-[4-(2-aminopyrimidin-5-yl)phenyl]-1-cyclopropylethyl}-1,2,4-oxadiazol-5-yl)-1H-pyrazol-1-yl]-N,N-dimethylacetamide

Refernces

• 1、 -. "PROCESS FOR PREPARING CARBOXAMIDINE COMPOUNDS". . . Retrieved 2013/08/28.