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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588899Generated: November 1, 2026

Triethylamine → HCID 117607200, compound

https://huagongshe.com/reaction/588899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl ThioglycolateHCID 16907—
ReactantHCID 90455870HCID 90455870—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 117607200HCID 11760720096.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1-chloro-2-cyclopropyl-4-iodo-5-methoxybenzene (380 mg, 1.23 mmol), Pd2(dba)3 (56 mg, 0.061 mmol), methyl 2-mercaptoacetate (196 mg, 1.85 mmol), 1,1′-Bis(diphenylphosphino)ferrocene (136 mg, 0.246 mmol), Et3N (372 mg, 3.69 mmol) in NMP (8 mL) was stirred under argon at 80° C. for 24 h. After cooled to RT, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (petroleum ether/ethyl acetate=20:1) to afford the desired product (340 mg, 92% yield). 1H NMR (400 MHz, DMSO-d6) δ: 7.05 (s, 1H), 6.81 (s, 1H), 3.84 (s, 2H), 3.82 (s, 3H), 3.62 (s, 3H), 2.00 (m, 1H), 0.94 (m, 2H), 0.64 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227978B2
Source datasetuspto-grants-2016_01
ORD IDord-bdce2b7adfcb44f4b8d05885e027b9be
Source noteuspto-grants-2016_01