(E)-1-(1-(phenylethynyl)cyclopropyl)ethan-1-one O-methyl oxime

Base Information

• Chemical Name: (E)-1-(1-(phenylethynyl)cyclopropyl)ethan-1-one O-methyl oxime
• CAS No.: 1387605-75-5
• Molecular Formula: C₁₄H₁₅NO
• Molecular Weight: 213.279
• Mol file: 1387605-75-5.mol

Synonyms:(E)-1-(1-(phenylethynyl)cyclopropyl)ethan-1-one O-methyl oxime

Chemical Property of (E)-1-(1-(phenylethynyl)cyclopropyl)ethan-1-one O-methyl oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-(1-(phenylethynyl)cyclopropyl)ethan-1-one O-methyl oxime

There total 7 articles about (E)-1-(1-(phenylethynyl)cyclopropyl)ethan-1-one O-methyl 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: 88.0%

1-phenylethynylcyclopropyl methyl ketone (917087-42-4) + N-methoxylamine hydrochloride (593-56-6) → (E)-1-(1-(phenylethynyl)cyclopropyl)ethan-1-one O-methyl oxime (1387605-75-5)

Guidance literature:

With sodium acetate; In ethanol; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02068

Reference yield:

1-phenylethynylcyclopropyl methyl ketone (917087-42-4) + O-Methylhydroxylamin (67-62-9) → (E)-1-(1-(phenylethynyl)cyclopropyl)ethan-1-one O-methyl oxime (1387605-75-5)

Guidance literature:

With titanium tetrachloride; In pentane; at 0 ℃; for 4h; Inert atmosphere;

DOI:10.1002/anie.201405215

Reference yield:

Cyclopropylacetylene (6746-94-7) → (E)-1-(1-(phenylethynyl)cyclopropyl)ethan-1-one O-methyl oxime (1387605-75-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / 0 - 20 °C

2.2: 1 h / 0 °C

3.1: tetrahydrofuran / -78 °C

4.1: pyridinium chlorochromate / dichloromethane / 20 °C

5.1: titanium tetrachloride / pentane / 4 h / 0 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; titanium tetrachloride; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; hexane; dichloromethane; pentane;

DOI:10.1002/anie.201405215

upstream raw materials:

1-phenylethynylcyclopropyl methyl ketone

N-methoxylamine hydrochloride

1-(1-(phenylethynyl)cyclopropyl)ethanol

O-Methylhydroxylamin

Downstream raw materials:

3-(2-(benzyloxy)ethyl)-1-methoxy-2-methyl-5-phenyl-1H-pyrrole

2-methoxy-1-methyl-3-phenyl-5,6-dihydrocyclopenta[c]pyrrol-4(2H)-one