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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 361395Generated: October 25, 2026

Hydrochloric Acid → 1-Ethyl-5-nitro-indoline

https://huagongshe.com/reaction/361395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanone, 1-(2,3-dihydro-5-nitro-1H-indol-1-yl)-HCID 36566—
Product1-Ethyl-5-nitro-indolineHCID 23499145109.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

1-Acetyl-5-nitro-indoline (1.00 g, 4.85 mmol) was added to borane-THF complex 1M, 10 mL, 10 mmol). The mixture was heated at reflux for 4 h. With ice-water bath cooling, the mixture was slowly reated with 6N HCl (4 mL). Then the mixture was heated at 50° C. for 1 h. The organic solvent was evaporated off and the resulting suspension was filtered to give an orange solid (1.02 g) which was washed with water: mp 97°-98° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05866579
Source datasetuspto-grants-1999_02
ORD IDord-cae08d09cb174c56a3c433fba5933db8
Source noteuspto-grants-1999_02