pentafluorobenzoic acid 1-tert-butyl-4,4-dimethyl-1-[(trisopropylsilyl)ethynyl]pent-2-ynyl ester

Base Information

• Chemical Name: pentafluorobenzoic acid 1-tert-butyl-4,4-dimethyl-1-[(trisopropylsilyl)ethynyl]pent-2-ynyl ester
• CAS No.: 868134-95-6
• Molecular Formula: C₂₉H₃₉F₅O₂Si
• Molecular Weight: 542.705
• Mol file: 868134-95-6.mol

Synonyms:pentafluorobenzoic acid 1-tert-butyl-4,4-dimethyl-1-[(trisopropylsilyl)ethynyl]pent-2-ynyl ester

Chemical Property of pentafluorobenzoic acid 1-tert-butyl-4,4-dimethyl-1-[(trisopropylsilyl)ethynyl]pent-2-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of pentafluorobenzoic acid 1-tert-butyl-4,4-dimethyl-1-[(trisopropylsilyl)ethynyl]pent-2-ynyl ester

There total 4 articles about pentafluorobenzoic acid 1-tert-butyl-4,4-dimethyl-1-[(trisopropylsilyl)ethynyl]pent-2-ynyl ester 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: 70.0%

2,2,6,6-tetramethylhepta-4-yn-3-one (62688-81-7) + pentafluorobenzoylchloride (2251-50-5) + tris-iso-propylsilyl acetylene (89343-06-6) → pentafluorobenzoic acid 1-tert-butyl-4,4-dimethyl-1-[(trisopropylsilyl)ethynyl]pent-2-ynyl ester (868134-95-6)

Guidance literature:

2,2,6,6-tetramethylhepta-4-yn-3-one; tris-iso-propylsilyl acetylene; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 0.5h;

at -78 - 20 ℃; for 0.5h;

pentafluorobenzoylchloride; at -78 - 20 ℃; for 1h;

DOI:10.1002/anie.201607681

Reference yield:

(+/-)-3-(tert-butyl)-6,6-dimethyl-1-(triisopropylsilyl)hepta-1,4-diyn-3-ol (503569-91-3) + pentafluorobenzoylchloride (2251-50-5) → pentafluorobenzoic acid 1-tert-butyl-4,4-dimethyl-1-[(trisopropylsilyl)ethynyl]pent-2-ynyl ester (868134-95-6)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; cooling;

DOI:10.1002/anie.200501621

Reference yield:

3,3-Dimethylbut-1-yne (917-92-0) → pentafluorobenzoic acid 1-tert-butyl-4,4-dimethyl-1-[(trisopropylsilyl)ethynyl]pent-2-ynyl ester (868134-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - 25 °C

1.2: 2.5 h / -78 - 25 °C

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - 20 °C

2.2: 0.5 h / -78 - 20 °C

2.3: 1 h / -78 - 20 °C

With n-butyllithium; In tetrahydrofuran;

DOI:10.1002/anie.201607681

upstream raw materials:

(+/-)-3-(tert-butyl)-6,6-dimethyl-1-(triisopropylsilyl)hepta-1,4-diyn-3-ol

pentafluorobenzoylchloride

pivaloyl chloride

2,2,6,6-tetramethylhepta-4-yn-3-one