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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875340Generated: October 29, 2026

Hydrogen Bromide → HCID 86761674, compound

https://huagongshe.com/reaction/1875340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantTriethylamineHCID 8471—
ReactantSodium AcetateHCID 517045—
ReactantHCID 68590368HCID 68590368—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventMethanolHCID 887—
ProductHCID 86761674HCID 86761674—

Reaction Steps

A mixture of 2.0 g (6.1 mmol) (RS)-2-bromo-6,7-dimethyl-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine×HBr, 2.0 g (24 mmol) sodium acetate and 100 ml of methanol is combined with 15 mg (0.067 mmol) palladium acetate, 150 mg (0.27 mmol) 1,1′-bis(diphenylphosphino)ferrocene and 2.6 ml (18 mmol) triethylamine and carbonylated for 3.5 h at 80° C. under 5 bar of CO atmosphere. Then the mixture is filtered off, concentrated, combined with sat. NaHCO3 solution and methylene chloride and the resulting emulsion is filtered through Celite. The aqueous phase is separated off and extracted 2× with methylene chloride and the combined organic phases are dried with Na2SO4 and concentrated. The crude product is reacted further without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309542B2
Source datasetuspto-grants-2012_11
ORD IDord-b0b780a4ee364356a9650cfec1c7a5fd
Source noteuspto-grants-2012_11