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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208952Generated: October 31, 2026

Cyclohexanethiol → HCID 70873927, compound

https://huagongshe.com/reaction/2208952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanethiolHCID 15290—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactantmethyl 3-bromo-5-chloro-2-methylbenzoateHCID 70874048—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 70873927HCID 7087392788.3%

Reaction Steps

To a stirred solution of methyl 3-bromo-5-chloro-2-methylbenzoate (1.0 g, 3.79 mmol) in 1,4-dioxane was added N,N-diisopropyl ethylamine (0.98 g, 7.59 mmol). The reaction mixture was purged with argon for 20 min. then Pd(OAc)2 (0.042 g, 0.189 mmol), Xanthphos (0.22 g, 0.38 mmol) and cyclohexylthiol (0.44 g, 3.79 mmol) was added to it sequentially and again purged with argon for 10 min. The reaction mixture was then refluxed for 16 h. On completion, water was added, and the product extracted with ethyl acetate. The organic layer was dried over sodium sulphate and the product was purified by silica gel column to afford the title compound (1.0 g, 83%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-d1b8019c6f4d4700975b70e9187eb820
Source noteuspto-grants-2016_06