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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930848Generated: October 31, 2026

Water → 4-(Trifluoromethyl)indoline

https://huagongshe.com/reaction/1930848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant4-(Trifluoromethyl)-1H-indoleHCID 19803703—
SolventAcetic AcidHCID 176—
Product4-(Trifluoromethyl)indolineHCID 1624444576%

Reaction Steps

4.4 mmol of 4-trifluoromethyl-1H-indole were dissolved in 8 ml acetic acid. 8.8 mmol of sodium cyanoborohydride were added at once and the reaction mixture stirred at room temperature for 3.5 hours. 20 ml of water were added. The reaction mixture is treated with acqueous sodium hydroxide 40% until basic. Extraction with ethyl acetate yields the crude title compound as a yellowish waxy solid. Yield=76%. MS (m/e): 188.4 ([M+H]+, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188139B2
Source datasetuspto-grants-2012_05
ORD IDord-262f2ab0a4f1441f8925bf33df896204
Source noteuspto-grants-2012_05