HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2193847Generated: October 25, 2026
6-Bromo-3-hydroxy-3-methylindolin-2-one → 6-Bromo-3-methyl-1H-indole
https://huagongshe.com/reaction/2193847
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 6-Bromo-3-hydroxy-3-methylindolin-2-one | HCID 66580258 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-Bromo-3-methyl-1H-indole | HCID 53402958 | — |
Reaction Steps
A mixture of 6-bromo-3-hydroxy-3-methyl-1,3-dihydro-2H-indol-2-one (0.25 g, 1.0 mmol) and BH3—S(CH3)2 (5.16 mL. 1.0 M, 5.16 mmol) in THF (20 mL) was heated at 60° C. The reaction was quenched with MeOH. Volatiles were removed. Chromatography over silica eluting with 4:1 hexane:EtOAc afforded the title compound. LC-MS: calculated for C9H8BrN: 210.07; observed m/e 211.0 (M+H)+ (Rt 1.14 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329914B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-c0663101970343458bc614b47e14c4f5 |
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| Source note | uspto-grants-2012_12 |
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