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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857395Generated: October 25, 2026

Hydrochloric Acid → (4-Bromo-6-fluoro-1h-indol-2-yl)methanol

https://huagongshe.com/reaction/857395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantMethyl 4-bromo-6-fluoro-1H-indole-2-carboxylateHCID 21867463—
SolventTetrahydrofuranHCID 8028—
Product(4-Bromo-6-fluoro-1h-indol-2-yl)methanolHCID 2186742496.8%

Reaction Conditions

Temperature-30 °C

Reaction Steps

To a solution of methyl 4-bromo-6-fluoro-1H-indole-2-carboxylate (3 g, 11 mmol) in THF (50 mL) at −30° C. was added diisobutylaluminum hydride (33 mmol, 1.5M toluene solution). The mixture was stirred for 1 hour at −30° C. and 1N HCl was added. The phases were separated and the aqueous layer was extracted with Et2O. The combined organic layers were dried over Na2SO4 and concentrated to give 2.6 g of the title compound used as such.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07144913B2
Source datasetuspto-grants-2006_12
ORD IDord-62c19ebd538d4c77bd4a41527a3c3744
Source noteuspto-grants-2006_12