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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2365416Generated: October 31, 2026

(6-Bromo-1H-indol-2-yl)methanol → 6-Bromo-1H-indole-2-carbaldehyde

https://huagongshe.com/reaction/2365416

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(6-Bromo-1H-indol-2-yl)methanolHCID 13567957—
CatalystManganese dioxideHCID 14801—
SolventTetrahydrofuranHCID 8028—
Product6-Bromo-1H-indole-2-carbaldehydeHCID 1356795855.2%

Reaction Steps

To a suspension of (6-bromo-1H-indol-2-yl)methanol (696 mg, 3.00 mmol) in THF (25.0 mL) was added MnO2 (3.20 g, 37.0 mmol) at 0° C. The reaction mixture was stirred for 24 h at room temperature. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure to give the title compound (371 mg, 55%) as an orange solid: 1H NMR (500 MHz, CDCl3) δ 9.86 (s, 1H), 9.07 (br s, 1H), 7.64 (s, 1H), 7.61 (d, J=8.5 Hz, 1H), 7.29 (dd, J=8.5, 1.5 Hz, 1H), 7.24 (d, J=1.0 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697700B2
Source datasetuspto-grants-2014_04
ORD IDord-7270086a570848f593367b117e402975
Source noteuspto-grants-2014_04