| Identification | Back Directory | [Name]
1H-Indole-7-carboxylic acid, 4-broMo- | [CAS]
1211594-25-0 | [Synonyms]
4-Bromoindole-7-carboxylic Acid
4-broMo-1H-indole-7-carboxylic acid
1H-Indole-7-carboxylic acid, 4-broMo- | [Molecular Formula]
C9H6BrNO2 | [MDL Number]
MFCD12547329 | [MOL File]
1211594-25-0.mol | [Molecular Weight]
240.05 |
| Chemical Properties | Back Directory | [Boiling point ]
455.8±30.0 °C(Predicted) | [density ]
1.838±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
4.54±0.10(Predicted) | [Appearance]
Light brown to brown Solid | [InChI]
InChI=1S/C9H6BrNO2/c10-7-2-1-6(9(12)13)8-5(7)3-4-11-8/h1-4,11H,(H,12,13) | [InChIKey]
CDTILRQKJWYBOM-UHFFFAOYSA-N | [SMILES]
N1C2=C(C(Br)=CC=C2C(O)=O)C=C1 |
| Hazard Information | Back Directory | [Synthesis]
To a solution of methyl 4-bromo-1H-indole-7-carboxylate (6 g, 23 mmol, Preparation 1 Step B) in tetrahydrofuran (THF, 300 mL) was added water (60 mL), methanol (MeOH, 60 mL) and lithium hydroxide (2.83 g, 118 mmol). The reaction mixture was heated to reflux and stirred overnight. After completion of the reaction, it was cooled to room temperature and concentrated under reduced pressure to remove the solvent. To the remaining aqueous layer 4N hydrochloric acid (HCl) was slowly added to adjust the pH to about 6. The precipitate precipitated was collected by filtration and the solid was dried to give 4-bromo-1H-indole-7-carboxylic acid (5.5 g, 97% yield). The structure of the product was confirmed by 1H NMR (DMSO-d6): δ 11.39 (br, 1H), 7.65-7.63 (d, J = 8.0 Hz, 1H), 7.46-7.44 (m, 1H), 7.33-7.31 (d, J = 8.0 Hz, 1H), 6.49-6.48 (m, 1H). | [References]
[1] Patent: WO2014/210255, 2014, A1. Location in patent: Page/Page column 101 |
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