methyl 4-(1,1,3,3-tetramethyl-1,3-disilaindan-5-ylethynyl)benzoate

Base Information

Chemical Name:methyl 4-(1,1,3,3-tetramethyl-1,3-disilaindan-5-ylethynyl)benzoate
CAS No.:1394173-35-3
Molecular Formula:C₂₁H₂₄O₂Si₂
Molecular Weight:364.591
Hs Code.:

Synonyms:methyl 4-(1,1,3,3-tetramethyl-1,3-disilaindan-5-ylethynyl)benzoate

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Chemical Property of methyl 4-(1,1,3,3-tetramethyl-1,3-disilaindan-5-ylethynyl)benzoate

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Technology Process of methyl 4-(1,1,3,3-tetramethyl-1,3-disilaindan-5-ylethynyl)benzoate

There total 7 articles about methyl 4-(1,1,3,3-tetramethyl-1,3-disilaindan-5-ylethynyl)benzoate 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: 97.0%

: 1394173-31-9
5-iodo-1,1,3,3-tetramethyl-1,3-disilaindane

: 3034-86-4
4-ethynylbenzoic acid methyl ester

: 1394173-35-3
methyl 4-(1,1,3,3-tetramethyl-1,3-disilaindan-5-ylethynyl)benzoate

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 17h; Inert atmosphere;
DOI:10.1039/c2ob25989c

Reference yield:

: 1394173-45-5
1,1,3,3-tetramethyl-1,3-disila-5-indanoic acid

: 1394173-35-3
methyl 4-(1,1,3,3-tetramethyl-1,3-disilaindan-5-ylethynyl)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine; diphenyl phosphoryl azide / toluene / 17 h / Inert atmosphere; Reflux

2: sodium trimethylsilanolate / dichloromethane / 0.67 h / 0 °C / Inert atmosphere

3: isopentyl nitrite; diiodomethane / 22 h / 20 °C / Inert atmosphere

4: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 17 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diiodomethane; diphenyl phosphoryl azide; sodium trimethylsilanolate; triethylamine; isopentyl nitrite; In dichloromethane; toluene; 1: |Curtius Rearrangement / 3: |Sandmeyer Reaction / 4: |Sonogashira Cross-Coupling;
DOI:10.1039/c2ob25989c

Reference yield:

: 6984-09-4
3,3,5,5-tetramethyl-3,5-disilahepta-1,6-diyne

: 1394173-35-3
methyl 4-(1,1,3,3-tetramethyl-1,3-disilaindan-5-ylethynyl)benzoate

Guidance literature:: Multi-step reaction with 7 steps

1: iodine; zinc; cobalt(II) bromide / acetonitrile / 25.5 h / 20 °C / Inert atmosphere; Reflux

2: hydrogenchloride; water / 1 h / 20 °C / Inert atmosphere

3: sulfuric acid; potassium dichromate / water; acetone / 18 h / 0 - 20 °C / Inert atmosphere

4: triethylamine; diphenyl phosphoryl azide / toluene / 17 h / Inert atmosphere; Reflux

5: sodium trimethylsilanolate / dichloromethane / 0.67 h / 0 °C / Inert atmosphere

6: isopentyl nitrite; diiodomethane / 22 h / 20 °C / Inert atmosphere

7: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 17 h / 20 °C / Inert atmosphere

With hydrogenchloride; potassium dichromate; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diiodomethane; sulfuric acid; diphenyl phosphoryl azide; water; iodine; sodium trimethylsilanolate; triethylamine; cobalt(II) bromide; zinc; isopentyl nitrite; In dichloromethane; water; acetone; toluene; acetonitrile; 3: |Jones Oxidation / 4: |Curtius Rearrangement / 6: |Sandmeyer Reaction / 7: |Sonogashira Cross-Coupling;
DOI:10.1039/c2ob25989c