1-((4-methoxyphenyl)ethynyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ³-benzo[d][1,2]iodaoxole

Base Information

• Chemical Name: 1-((4-methoxyphenyl)ethynyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ³-benzo[d][1,2]iodaoxole
• CAS No.: 1620093-16-4
• Molecular Formula: C₁₈H₁₁F₆IO₂
• Molecular Weight: 500.179

Synonyms:1-((4-methoxyphenyl)ethynyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ³-benzo[d][1,2]iodaoxole

Chemical Property of 1-((4-methoxyphenyl)ethynyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ³-benzo[d][1,2]iodaoxole

Chemical Property:

Purity/Quality:

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Technology Process of 1-((4-methoxyphenyl)ethynyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ³-benzo[d][1,2]iodaoxole

There total 5 articles about 1-((4-methoxyphenyl)ethynyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ³-benzo[d][1,2]iodaoxole 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: 52.0%

3,3-bis(trifluoromethyl)-1λ3 -benzo[d][1,2]iodaoxol-1(3H)-yl acetate + (4-methoxyphenylethynyl)trimethylsilane (3989-14-8) → 1-((4-methoxyphenyl)ethynyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole (1620093-16-4)

Guidance literature:

3,3-bis(trifluoromethyl)-1λ³ -benzo[d][1,2]iodaoxol-1(3H)-yl acetate; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 1h;

(4-methoxyphenylethynyl)trimethylsilane; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1021/acs.joc.1c01423

Reference yield:

1,1,1,3,3,3-hexafluoro-2-phenylisopropyl alcohol (718-64-9) → 1-((4-methoxyphenyl)ethynyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole (1620093-16-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / hexane; tetrahydrofuran / 18.5 h / 0 - 20 °C

1.2: 4.5 h / 0 - 20 °C

2.1: cobalt(II) chloride hexahydrate; oxygen; acetaldehyde / 18 h / 20 °C / 760.05 Torr

3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 20 °C

3.2: 6 h / 20 °C

With n-butyllithium; cobalt(II) chloride hexahydrate; N,N,N,N,-tetramethylethylenediamine; trimethylsilyl trifluoromethanesulfonate; oxygen; acetaldehyde; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/acs.joc.1c01423

Reference yield:

1,1,1,3,3,3-hexafluoro-2-(2-iodophenyl)-propan-2-ol (76215-47-9) → 1-((4-methoxyphenyl)ethynyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole (1620093-16-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: cobalt(II) chloride hexahydrate; oxygen; acetaldehyde / 18 h / 20 °C / 760.05 Torr

2.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 20 °C

2.2: 6 h / 20 °C

With cobalt(II) chloride hexahydrate; trimethylsilyl trifluoromethanesulfonate; oxygen; acetaldehyde; In dichloromethane;

DOI:10.1021/acs.joc.1c01423

upstream raw materials:

(4-methoxyphenylethynyl)trimethylsilane

1,1,1,3,3,3-hexafluoro-2-phenylisopropyl alcohol

1,1,1,3,3,3-hexafluoro-2-(2-iodophenyl)-propan-2-ol

1-chloro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ³-benzo[d][1,2]iodaoxole

Downstream raw materials:

C₁₅H₁₃IO₄

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