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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2038017Generated: October 29, 2026

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

https://huagongshe.com/reaction/2038017

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 was 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 numberUS08575209B2
Source datasetuspto-grants-2013_11
ORD IDord-c81a00380394408e9ccb4d8acebed454
Source noteuspto-grants-2013_11