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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1099376Generated: October 31, 2026

Water → (4-Methoxy-indan-5-yl)-pyrrolidin-1-yl-methanone

https://huagongshe.com/reaction/1099376

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyrrolidineHCID 31268—
ReactantBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
Reactant4-Methoxy-indan-5-carboxylic acidHCID 66812124—
SolventTetrahydrofuranHCID 8028—
Product(4-Methoxy-indan-5-yl)-pyrrolidin-1-yl-methanoneHCID 6681303039.2%

Reaction Conditions

Temperature67.5 °C

Reaction Steps

To a clear solution of 4-Methoxy-indan-5-carboxylic acid (12.0 gm, 0.0625 mole) in Tetrahydrofuran (60 ml), Carbonyl-diimidazole (13.24 gm, 0.0812 mole) was added at 25-28° C. The reaction mixture was heated to 65-70° C. and stirred for 2 hours to the reaction mixture, a solution of Pyrrolidine (5.74 ml, 0.0687 mole) in Tetrahydrofuran (20 ml) was added at 10-15° C. The reaction mixture was poured into water (200 ml) and extracted with Ethylacetate (2×100 ml). The organic layer was dried over Sodium sulphate, distilled under vacuum and purified by column chromatography using Ethyl acetate:Hexane (20:80) as mobile phase. The fractions were distilled under vacuum to give 6.0 gm of desired product as a viscous oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143424B2
Source datasetuspto-grants-2012_03
ORD IDord-8cb75a5f962c4be6b39345b2fc9c096b
Source noteuspto-grants-2012_03