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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1241229Generated: October 30, 2026

Potassium Carbonate → (R)-7-benzyloxy-3-(2-phthalimidopropyl)indole

https://huagongshe.com/reaction/1241229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantAmmonium formateHCID 2723923—
Reactant(S)-7-benzyloxy-3-(3-iodo-2-phthalimidopropyl)indoleHCID 58713923—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
Product(R)-7-benzyloxy-3-(2-phthalimidopropyl)indoleHCID 5871392279.4%

Reaction Conditions

Temperature85 °C

Reaction Steps

A 10% palladium on carbon catalyst (content 50%) 4.00 g was suspended in 200 ml of DMF, and 20.00 g of (S)-7-benzyloxy-3-(3-iodo-2-phthalimidopropyl)indole was added thereto. Added while stirring were 8.00 g of potassium carbonate and 6.00 g of ammonium formate, the suspension was heated in an oil bath of 85° C. For one hour. After cooling down, the catalyst was filtered off, and the filtrate was diluted with ethyl acetate. Then, water was added thereto, and the organic layer was separated. The organic layer was washed in order with a 10% sodium thiosulfate aqueous solution, a sodium hydroxide aqueous solution, hydrochloric acid and a saturated sodium chloride aqueous solution, and then it was dried, filtered and concentrated under reduced pressure, whereby 12.16 g of the title compound was obtained in the form of a yellow amorphous solid shaped substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115412B2
Source datasetuspto-grants-2006_10
ORD IDord-50f534378dfb43568c08aa0ecd0fbed0
Source noteuspto-grants-2006_10