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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499730Generated: October 29, 2026

Dimethylformamide → HCID 68460417, compound

https://huagongshe.com/reaction/499730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTrityl chlorideHCID 6456—
ReactantTriethylamineHCID 8471—
ReactantHCID 68460883HCID 68460883—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 68460417HCID 6846041781%

Reaction Conditions

Temperature40 °C

Reaction Steps

Under a nitrogen stream, to a solution of 2-[3-bromo-5-((4-ethylphenyl)methyl)thiophen-2-yl]-ethanol (2.55 g, 7.84 mmol) in a mixture of anhydrous DMF (15 ml) and methylene chloride (15 ml), trityl chloride (3.29 g, 11.8 mmol) was added. To this solution, triethylamine (1.64 ml, 11.8 mmol) and 4-dimethylaminopyridine (77 mg, 0.63 mmol) were added at 0° C. The reaction mixture was stirred at 40° C. for 4 hours. After addition of water, the reaction mixture was extracted with methylene chloride. The organic layer was washed with saturated aqueous sodium chloride and dried over sodium sulfate. After filtration, the solvent was distilled off under reduced pressure and the resulting residue was purified by silica gel column chromatography (developing solution=ethyl acetate:n-hexane (1:20)) to give the titled compound (3.60 g, 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767651B2
Source datasetuspto-grants-2010_08
ORD IDord-cca0b401bb484f2fb6fe8ea24dc6f201
Source noteuspto-grants-2010_08