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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1984758Generated: November 1, 2026

Iodoethane → tert-Butyl 7-ethoxynaphthalen-1-ylcarbamate

https://huagongshe.com/reaction/1984758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl (7-hydroxynaphthalen-1-yl)carbamateHCID 18536180—
SolventWaterHCID 962—
Producttert-Butyl 7-ethoxynaphthalen-1-ylcarbamateHCID 5973104167.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

Next, to a mixture of tert-butyl (7-hydroxy-1-naphthyl)carbamate (64.0 g, 247 mmol) and cesium carbonate (161 g, 493 mmol) in 300 mL anhydrous DM was added iodoethane (42.3 g, 272 mmol) at room temperature. The mixture was stirred at 60° C. for 2 hours. Water was added to the mixture, and the product was extracted with ethylacetate. The organic layer was washed with water and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. To the obtained residue was added diisopropyl ether and the precipitate was collected and dried to afford tert-butyl (7-ethoxy-1-naphthyl)carbamate (47.9 g, 67.5% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07544716B2
Source datasetuspto-grants-2009_06
ORD IDord-eefc760c66924958a6be1f2a264ad57b
Source noteuspto-grants-2009_06