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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 389677Erstellt: 24. Oktober 2026

Benzyl mercaptan → Benzyl(3-bromo-2-methylphenyl)sulfane

https://huagongshe.com/de/reaction/389677

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzyl mercaptanHCID 7509—
Edukt2,6-DibromotolueneHCID 34681—
EduktDiisopropylethylamineHCID 81531—
Edukt1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktBenzyl(3-bromo-2-methylphenyl)sulfaneHCID 66911186—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

2,6-dibromotoluene (20 g, 100 mmol) in dioxane (160 ml) was stirred under argon. Then, DIPEA (30.9 ml, 160 mmol), xantphos (2.77 g, 4.8 mmol) and Pd2(dba)3 (2.4 g, 2.4 mmol) were added and the reaction was heated to 100° C. Phenyl-methanethiol (9.4 ml, 80 mmol) was slowly added and the reaction stirred for 6 h. The reaction was quenched by the addition of 150 ml of H2O. After extraction (three times) with ethyl acetate, the combined organic layers were washed with water, dried with Na2SO4, evaporated to dryness and the product was purified by silica gel chromatography.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08378092B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-fd0db779b5694582a9c0f17d04f568c4
Quellennotizuspto-grants-2013_02