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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051489Generated: October 26, 2026

6-Bromoindole-3-carbaldehyde → 6-Bromo-3-methyl-1H-indole

https://huagongshe.com/reaction/1051489

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Bromoindole-3-carbaldehydeHCID 2794830—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product6-Bromo-3-methyl-1H-indoleHCID 53402958—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 6-bromo-1H-indole-3-carbaldehyde (300 mg, 1.34 mmol) in THF (10 mL) was added LiAlH4 (100 mg, 2.63 mmol) at 0° C. The mixture was heated to 70° C. and stirred for 4 h at this temperature. Upon cooling, the reaction solution was quenched with 40% of NaOH and filtered and the filtrate concentrated to give crude product which was used in next step without further purification. LCMS (m/z): 210.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388173B2
Source datasetuspto-grants-2016_07
ORD IDord-1f0e6728a63b4fef9cfa2b223f47e713
Source noteuspto-grants-2016_07