2-diazo-6-trimethylsilyl-1-(2-phenylethynylphenyl)-1-hex-5-ynone

Base Information

Chemical Name:2-diazo-6-trimethylsilyl-1-(2-phenylethynylphenyl)-1-hex-5-ynone
CAS No.:151509-80-7
Molecular Formula:C₂₃H₂₂N₂OSi
Molecular Weight:370.526
Hs Code.:

Synonyms:2-diazo-6-trimethylsilyl-1-(2-phenylethynylphenyl)-1-hex-5-ynone

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Chemical Property of 2-diazo-6-trimethylsilyl-1-(2-phenylethynylphenyl)-1-hex-5-ynone

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Technology Process of 2-diazo-6-trimethylsilyl-1-(2-phenylethynylphenyl)-1-hex-5-ynone

There total 5 articles about 2-diazo-6-trimethylsilyl-1-(2-phenylethynylphenyl)-1-hex-5-ynone 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: 33.0%

: 282103-91-7
1-(2-(2-phenylethynyl)phenyl)-6-trimethylsilyl-hex-5-yn-1-one

: 151509-80-7
2-diazo-6-trimethylsilyl-1-(2-phenylethynylphenyl)-1-hex-5-ynone

Guidance literature:: 1-(2-(2-phenylethynyl)phenyl)-6-trimethylsilyl-hex-5-yn-1-one; With sodium hydride; formic acid ethyl ester; In diethyl ether; ethanol; at 0 - 25 ℃;

With Methanesulfonyl azide; In diethyl ether; at 25 ℃; for 2h; Further stages.;
DOI:10.1021/jo991938h

Reference yield:

: 59046-72-9
o-(phenylethynyl)benzaldehyde

: 151509-80-7
2-diazo-6-trimethylsilyl-1-(2-phenylethynylphenyl)-1-hex-5-ynone

Guidance literature:: Multi-step reaction with 3 steps

1.1: Mg / diethyl ether / 1 h

1.2: 63 percent / diethyl ether / 25 °C

2.1: PCC; Celite / CH₂Cl₂ / 4 h

3.1: NaH; ethyl formate / diethyl ether; ethanol / 0 - 25 °C

3.2: 33 percent / mesyl azide / diethyl ether / 2 h / 25 °C

With Celite; sodium hydride; magnesium; pyridinium chlorochromate; formic acid ethyl ester; In diethyl ether; ethanol; dichloromethane; 1.1: Metallation / 1.2: Grignard reaction / 2.1: Oxidation / 3.1: Formylation / 3.2: Diazotization;
DOI:10.1021/jo991938h

Reference yield:

: 536-74-3
phenylacetylene

: 151509-80-7
2-diazo-6-trimethylsilyl-1-(2-phenylethynylphenyl)-1-hex-5-ynone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 80 percent / Et₃N; bis-triphenylphosphine palladium(II) chloride; cuprous iodide, Ph₃P / 48 h / Heating

2.1: Mg / diethyl ether / 1 h

2.2: 63 percent / diethyl ether / 25 °C

3.1: PCC; Celite / CH₂Cl₂ / 4 h

4.1: NaH; ethyl formate / diethyl ether; ethanol / 0 - 25 °C

4.2: 33 percent / mesyl azide / diethyl ether / 2 h / 25 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; Celite; sodium hydride; magnesium; triethylamine; triphenylphosphine; pyridinium chlorochromate; formic acid ethyl ester; In diethyl ether; ethanol; dichloromethane; 1.1: Condensation / 2.1: Metallation / 2.2: Grignard reaction / 3.1: Oxidation / 4.1: Formylation / 4.2: Diazotization;
DOI:10.1021/jo991938h