HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 493092Erstellt: 25. Oktober 2026
Tris(propan-2-yl)silanethiol → Methyl-(2-triisopropylsilanylsulfanyl-benzyl)-carbamic acid tert-butyl ester
https://huagongshe.com/reaction/493092
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Tris(propan-2-yl)silanethiol | HCID 3435097 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Edukt | tert-Butyl 2-iodobenzyl(methyl)carbamate | HCID 67018447 | — |
| Katalysator | Bis[2-(diphenylphosphino)phenyl] ether | HCID 4285986 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | Methyl-(2-triisopropylsilanylsulfanyl-benzyl)-carbamic acid tert-butyl ester | HCID 67018449 | 387% |
Reaktionsschritte
(2-Iodo-benzyl)-methyl-carbamic acid tert-butyl ester (3.0 g, 8.64 mmol), tris(dibenzylideneacetone)dipalladium (0) (79 mg, 0.086 mmol), bis(2-diphenylphosphinophenyl)ether (93 mg, 0.17 mmol), sodium tert-butoxide (1.10 g, 11.2 mmol), triisopropylsilanethiol (1.73 g, 9.07 mmol) and dry toluene (15 mL) are all placed in an Emrys Optimizer EXP 20 mL microwave reactor tube. The reaction vessel is sealed and subjected to microwave heating at 160° C. for 15 minutes. Upon cooling the mixture is poured onto a plug of silica and the product is eluted with ethyl acetate-heptane (1:4). This procedure is repeated an additional 3 times to furnish a total of 13.7 g (97%) of the title compound as an oil which is used in the next step without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07534791B2 |
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| Quelldatensatz | uspto-grants-2009_05 |
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| ORD ID | ord-b2416be841294e798e23e6aab34f8d16 |
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| Quellennotiz | uspto-grants-2009_05 |
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