Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1908488Generated: October 27, 2026

Sodium Hydroxide → 5-ethyl-2,3-dihydro-1H-indole

https://huagongshe.com/reaction/1908488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant5-Ethyl-1-(phenylsulfonyl)indolineHCID 14112952—
SolventHydrogen BromideHCID 260—
Product5-ethyl-2,3-dihydro-1H-indoleHCID 1678811934%

Reaction Steps

A mixture of 5-ethyl-1-(phenylsulfonyl)indoline (15 g, 0.050 mol) in HBr (48%, 162 mL) was heated at reflux for 6 h. The mixture was basified with sat. NaOH to pH 9 and then it was extracted with ethyl acetate. The organic layer washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica column to give 5-ethylindoline (2.5 g, 32%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598181B2
Source datasetuspto-grants-2013_12
ORD IDord-8d084eaccf3a466abcb497d5bb570d22
Source noteuspto-grants-2013_12