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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1781321Generated: October 30, 2026

Potassium Carbonate → N-(2,2-diethoxyethyl)-2,3-dihydrobenzo[b]furan-4-amine

https://huagongshe.com/reaction/1781321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthane, 2-bromo-1,1-diethoxy-HCID 74852—
Reactant2,3-Dihydro-1-benzofuran-4-amineHCID 11701043—
SolventDimethylformamideHCID 6228—
ProductN-(2,2-diethoxyethyl)-2,3-dihydrobenzo[b]furan-4-amineHCID 19046252—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2,3-dihydro-benzofuran-4-ylamine (preparation. J. Hetereocyclic Chem., 18, 1333 (1980)) (4.34 g), potassium carbonate (8.87 g) and bromo acetaldehyde diethyl acetal (9.7 ml) in dry DMF (60 ml) was heated to 100° C. for 2 days under. The mixture was cooled and was partitioned between water and ethyl acetate. The dried extracts were evaporated and the residue chromatographed on silica gel (250 g). Elution with ethyl acetate:cyclohexane 1:4 gave the title compound as a pale yellow oil (4.95 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05633276
Source datasetuspto-grants-1997_05
ORD IDord-83e005a4175642fe9afc52764d88855b
Source noteuspto-grants-1997_05