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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14036Generated: October 28, 2026

Methyl 3-[(dipropylamino)carbonyl]-5-(3-thienyl)benzoate → 3-[(Dipropylamino)carbonyl]-5-(3-thienyl)benzoic acid

https://huagongshe.com/reaction/14036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-[(dipropylamino)carbonyl]-5-(3-thienyl)benzoateHCID 21086173—
SolventWaterHCID 962—
SolventTHF methanol sodium hydroxideHCID 68905432—
Product3-[(Dipropylamino)carbonyl]-5-(3-thienyl)benzoic acidHCID 21085786—

Reaction Conditions

Temperature40 °C

Reaction Steps

A mixture of methyl 3-[(dipropylamino)carbonyl]-5-(3-thienyl)benzoate (XLIX, step 3, 0.31 g, 0.88 mmol) in THF/methanol/sodium hydroxide (3/1/1, 5 mL) is stirred at 40 degrees C. for 2 hours. The reaction is cooled to 20-25 degrees C., diluted with water and extracted with ethyl acetate. The aqueous phase is acidified to pH=4 and extracted with ethyl acetate. The organic phase is washed with water and saline, dried over magnesium sulfate and concentrated under reduced pressure to give 3-[(dipropylamino)carbonyl]-5-(3-thienyl)benzoic acid (IX-L), ESI-MS (m/z) [M+H]+=332.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727997B2
Source datasetuspto-grants-2010_06
ORD IDord-bb07efb1b2924f0ea35e67291ced3584
Source noteuspto-grants-2010_06