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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1191107Generated: October 31, 2026

2-Bromothiophene → HCID 58495549, compound

https://huagongshe.com/reaction/1191107

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromothiopheneHCID 13851—
Reactant3,3-Dimethylbutanoyl chlorideHCID 81514—
ReactantYtterbium triflateHCID 2733225—
SolventNitromethaneHCID 6375—
ProductHCID 58495549HCID 5849554981.6%

Reaction Steps

Stir overnight at room temperature a mixture of 5-bromothiophene (1 g, 6.1 mmol), 3,3-dimethylbutyryl chloride (1.3 mL, 9.1 mmol) and ytterbium(III) trifluoromethanesulfonate (378 mg, 0.6 mmol) in nitromethane (15 mL). Wash the mixture sequentially with water, saturated aqueous NaHCO3 and water. Extract with chloroform, dry over MgSO4, filter and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting with hexane to obtain the desired intermediate (1.3 g, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680091B2
Source datasetuspto-grants-2014_03
ORD IDord-144c0660d4f047f3b0529e43891eaf29
Source noteuspto-grants-2014_03