4-乙酰氧基吲哚
4-indolyl acetate
CAS: 5585-96-6
Molecular Formula: C10H9NO2
4-乙酰氧基吲哚 - Names and Identifiers
| Name | 4-indolyl acetate |
| Synonyms | ACETOXYINDOLE 4-ACETOXYINDOLE 4-Acetoxyindole 4-indolyl acetate 4-INDOLYL ACETATE 4-INDOXYL ACETATE 4-Indoxyl acetate 4-Acetoxy-1H-indole 1H-indol-4-yl acetate 1H-Indol-4-ol,4-acetate Acetic acid 1H-indol-4-yl ester |
| CAS | 5585-96-6 |
| EINECS | 1312995-182-4 |
| InChI | InChI=1/C10H9NO2/c1-7(12)13-10-4-2-3-9-8(10)5-6-11-9/h2-6,11H,1H3 |
| InChIKey | ZXDMUHFTJWEDEF-UHFFFAOYSA-N |
4-乙酰氧基吲哚 - Physico-chemical Properties
| Molecular Formula | C10H9NO2 |
| Molar Mass | 175.18 |
| Density | 1?+-.0.06 g/cm3(Predicted) |
| Melting Point | 100-102°C |
| Boling Point | 339.1±15.0 °C(Predicted) |
| Flash Point | 158.9°C |
| Solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) |
| Vapor Presure | 9.41E-05mmHg at 25°C |
| Appearance | Solid |
| Color | Off-White to Beige |
| pKa | 16.38±0.30(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.633 |
| MDL | MFCD00010678 |
4-乙酰氧基吲哚 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| WGK Germany | 3 |
| Hazard Note | Irritant |
4-乙酰氧基吲哚 - Reference Information
| Use | 4-acetoxyindole is an organic intermediate, it can be obtained by acylation of 4-hydroxyindole with acetic anhydride. |
| preparation | 4-hydroxyindole (1 equivalent of the limiting reagent) was loaded into a vessel under N2, DCM (dichloromethane; 6 volumes based on 4-hydroxyindole loading) was then loaded. The reaction was cooled to 0-5 °c and pyridine (1.2 eq.) was added dropwise at 0-5 °c. Acetic anhydride (1.1 equiv.) was added dropwise at 0-5 °c and the reaction was warmed to 20-25 °c for 1-1.5 hours and stirred at 20-25 °c for an additional 3 hours. The reaction was sampled and analyzed for completion. The reaction was then washed three times with a 20% aqueous citric acid solution (based on 4-hydroxyindole loading, 3x 3 volumes) and with saturated NaHCO3 (based on 4-hydroxyindole loading, 3 volumes) wash once. The DCM solution was dried over MgSO4 and filtered, and the DCM layer was concentrated to half volume by distillation. Heptane (6 vol based on 4-hydroxyindole loading) was added and additional DCM was removed by distillation until complete precipitation of stage 1 occurred. The reaction was cooled to 15-25 °c and the solid was collected by filtration, washed with heptane (1 Vol based on 4-hydroxyindole loading), drying at 60 °c under vacuum overnight gave 4-acetoxyindole. |
Last Update：2024-04-09 02:00:09
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View History
4-乙酰氧基吲哚
1-(4-FLUOROPHENYL)-2-[(4-FLUOROPHENYL)SULFANYL]-1-ETHANONE
2,4-DICHLORO-1,6-NAPHTHYRIDINE
2-氯-5-氨基苯甲酸甲酯
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双(三氟甲基磺酰基)亚胺钠
氯乙酸庚酯
(S)-1-(3-Fluoro-4-(trifluoromethoxy)phenyl)-2-methoxyethan-1-amine hydrochloride
莱菔苷
4-(十八烷氨基)-4-氧代-2-磺酸基-丁酸二钠盐
1-(4-FLUOROPHENYL)-2-[(4-FLUOROPHENYL)SULFANYL]-1-ETHANONE
2,4-DICHLORO-1,6-NAPHTHYRIDINE
2-氯-5-氨基苯甲酸甲酯
4`-苄氧基-2`-甲氧基-3`-甲基乙酰苯
双(三氟甲基磺酰基)亚胺钠
氯乙酸庚酯
(S)-1-(3-Fluoro-4-(trifluoromethoxy)phenyl)-2-methoxyethan-1-amine hydrochloride
莱菔苷
4-(十八烷氨基)-4-氧代-2-磺酸基-丁酸二钠盐