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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1276528Generated: October 26, 2026

5-Fluoroindole → 5-Fluoroindoline

https://huagongshe.com/reaction/1276528

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-FluoroindoleHCID 67861—
CatalystZINC;boranuideHCID 12838295—
SolventDiethyl EtherHCID 3283—
Product5-FluoroindolineHCID 2774463102.1%

Reaction Steps

A solution of 6.8 grams (0.05 moles) of 5-fluoro-1H-indole in 50 ml of ether was cooled to 0° C. under nitrogen. 507 ml of a 0.15M solution of zinc borohydride in ether was added dropwise. The reaction was allowed to stir for 48 hours. The reaction was quenched with dilute hydrochloric acid. The pH was adjusted to 8.0 with dilute sodium hydroxide. The ether layer was separated, dried and evaporated to give 7 grams of the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06166064
Source datasetuspto-grants-2000_12
ORD IDord-b712509d9ac64bd5a964a0e69ed7d6c3
Source noteuspto-grants-2000_12