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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTris(propan-2-yl)silanethiolHCID 3435097—
EduktSodium t-butoxideHCID 23676156—
Edukttert-Butyl 2-iodobenzyl(methyl)carbamateHCID 67018447—
KatalysatorBis[2-(diphenylphosphino)phenyl] etherHCID 4285986—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTolueneHCID 1140—
ProduktMethyl-(2-triisopropylsilanylsulfanyl-benzyl)-carbamic acid tert-butyl esterHCID 67018449387%

Reaktionsbedingungen

Temperatur160 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07534791B2
Quelldatensatzuspto-grants-2009_05
ORD IDord-b2416be841294e798e23e6aab34f8d16
Quellennotizuspto-grants-2009_05