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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | Methyl 4-bromo-6-fluoro-1H-indole-2-carboxylate | HCID 21867463 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (4-Bromo-6-fluoro-1h-indol-2-yl)methanol | HCID 21867424 | 96.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07144913B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-62c19ebd538d4c77bd4a41527a3c3744 |
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| Source note | uspto-grants-2006_12 |
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