1-(2-formylphenyl)prop-2-yn-1-yl acetate

Base Information

• Chemical Name: 1-(2-formylphenyl)prop-2-yn-1-yl acetate
• CAS No.: 1245321-64-5
• Molecular Formula: C₁₂H₁₀O₃
• Molecular Weight: 202.21
• Mol file: 1245321-64-5.mol

Synonyms:1-(2-formylphenyl)prop-2-yn-1-yl acetate

Chemical Property of 1-(2-formylphenyl)prop-2-yn-1-yl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-formylphenyl)prop-2-yn-1-yl acetate

There total 7 articles about 1-(2-formylphenyl)prop-2-yn-1-yl acetate 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: 86.0%

2-(1-(acetyloxy)propargyl)benzaldehyde diethyl acetal → 1-(2-formylphenyl)prop-2-yn-1-yl acetate (1245321-64-5)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 3h;

DOI:10.1021/acs.joc.9b01677

Reference yield: 84.0%

acetic anhydride (108-24-7) + 2-(dimethoxymethyl)benzaldehyde (132233-84-2) + acetylenemagnesium bromide (4301-14-8) → 1-(2-formylphenyl)prop-2-yn-1-yl acetate (1245321-64-5)

Guidance literature:

2-(dimethoxymethyl)benzaldehyde; acetylenemagnesium bromide; In tetrahydrofuran; at 0 ℃; for 0.666667h; Inert atmosphere;

acetic anhydride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; for 3h; Inert atmosphere;

DOI:10.1039/c4cc01676a

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) → 1-(2-formylphenyl)prop-2-yn-1-yl acetate (1245321-64-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 - 20 °C / Inert atmosphere

3.1: tetrahydrofuran / 0.67 h / 0 °C / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

3.3: 3 h / Inert atmosphere

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexane;

DOI:10.1039/c4cc01676a

upstream raw materials:

ortho-bromobenzaldehyde

o-bromobenzaldehyde dimethyl acetal

acetic anhydride

2-(dimethoxymethyl)benzaldehyde

Downstream raw materials:

5-methyl-1-phenylpyrazolo[5,1-a]isoquinolin-6-yl acetate

ethyl 9-methoxy-6-(methoxymethoxy)-5-methylpyrazolo[5,1-a]isoquinoline-1-carboxylate

1-(2-((2-tosylhydrazono)methyl)phenyl)prop-2-ynyl acetate

1-ethynyl-2-(4-fluorophenyl)isoindoline

Refernces

• 1、 Zhao, Yun-Long,Cheng, Ying. "Construction of complex bisether-bridged medium-sized cyclic compounds from o-(1-(acyloxy)propargyl)benzaldehydes under base and acid catalysis". . p. 11114 - 11124. Retrieved 2019/09/30.