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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869749Generated: October 28, 2026

Benzyl mercaptan → HCID 58349823, compound

https://huagongshe.com/reaction/869749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl mercaptanHCID 7509—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant3-Bromo-4-methylpyridineHCID 817630—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 58349823HCID 5834982359.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-bromo-4-methylpyridine (1.0 g) in toluene (12 mL) were added phenylmethanethiol (794 mg), N,N-diisopropylethylamine (1.65 g), tris(dibenzylideneacetone)dipalladium(0) (213 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (269 mg), and the mixture was stirred under an argon atmosphere at 80° C. for 1.5 hr. The reaction mixture was filtered through silica gel, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=19:1→3:1→1:1) to give the title compound as a yellow oil (yield 740 mg, 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969387B2
Source datasetuspto-grants-2015_03
ORD IDord-5f0fe75de25b4044bfad54c355a59f57
Source noteuspto-grants-2015_03