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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481388Generated: October 31, 2026

Dimethylformamide → 1-(5-Formylthiophen-2-yl)cyclopent-3ene carboxylic acid ethyl ester

https://huagongshe.com/reaction/481388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant1-Thiophen-2-yl-cyclopent-3-ene carboxylic acid ethyl esterHCID 53934352—
Product1-(5-Formylthiophen-2-yl)cyclopent-3ene carboxylic acid ethyl esterHCID 54293302—

Reaction Conditions

Temperature105 °C

Reaction Steps

POCl3 (275 mg, 1.8 mmol) was added to 1 ml DMF at ambient temperature and stirred for 30 minutes. The product of Step 1, above (2) (208 mg, 0.93 mmol), was dissolved in 1 ml DMF, added to the reaction mixture and stirred for 1 hour at ambient temperature. The reaction mixture was heated to 105° C. for 3 hours, cooled to ambient temperature, quenched with saturated sodium acetate solution and extracted (2×10 ml, EtOAc). The organics were washed with brine and dried over MgSO4, filtered and concentrated to yield the title compound (3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05789415
Source datasetuspto-grants-1998_08
ORD IDord-5110a2e79833499798fe2035b0158e41
Source noteuspto-grants-1998_08