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| | 1-(TERT-BUTOXYCARBONYL)-3-IODO-1H-INDOLE Basic information |
| Product Name: | 1-(TERT-BUTOXYCARBONYL)-3-IODO-1H-INDOLE | | Synonyms: | 1-(TERT-BUTOXYCARBONYL)-3-IODO-1H-INDOLE;3-Iodoindole-1-carboxylic acid tert-butyl ester;1-Boc-3-iodoindole, 95%;N-Boc-3-iodoindole;3-Iodo-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester;1-(Tert-Butoxycarbonyl)-3-iodo-1H-icdole;tert-butyl3-iodoindole-1-carboxylate;tert-butyl 3-iodo-1H-indol-1-carboxylate | | CAS: | 192189-07-4 | | MF: | C13H14INO2 | | MW: | 343.16 | | EINECS: | | | Product Categories: | | | Mol File: | 192189-07-4.mol |  |
| | 1-(TERT-BUTOXYCARBONYL)-3-IODO-1H-INDOLE Chemical Properties |
| Melting point | 36-40℃ | | Boiling point | 388℃ | | density | 1.56 | | Fp | 189℃ | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | Appearance | Light yellow to yellow <36°C Solid,>40°C Liquid | | Water Solubility | Insoluble in water. | | Sensitive | Light Sensitive | | InChI | InChI=1S/C13H14INO2/c1-13(2,3)17-12(16)15-8-10(14)9-6-4-5-7-11(9)15/h4-8H,1-3H3 | | InChIKey | LOFWPZQNSUAMCV-UHFFFAOYSA-N | | SMILES | N1(C(OC(C)(C)C)=O)C2=C(C=CC=C2)C(I)=C1 |
| | 1-(TERT-BUTOXYCARBONYL)-3-IODO-1H-INDOLE Usage And Synthesis |
| Uses | 1-Boc-3-iodoindole is used as a pharmaceutical intermediate and also used in ceramic manufacturing industry. | | Synthesis | In a dry reaction flask, 3-iodo-1H-indole (23.1 g, 95.05 mmol) was dissolved in dichloromethane (200 mL). Subsequently, triethylamine (24 g, 237.6 mmol) and di-tert-butyl dicarbonate (20.75 g, 95.07 mmol) were added sequentially to this solution. The reaction mixture was stirred at room temperature for 12 h. The progress of the reaction was monitored by thin layer chromatography (TLC) until the complete disappearance of the ingredients. After completion of the reaction, water was added to the mixture and extracted with ethyl acetate. The organic phases were combined and dried with anhydrous sodium sulfate. Finally, the solvent was removed by rotary evaporator to afford 1-Boc-3-iodoindole (27.7 g, 85% yield). | | References | [1] Organic Letters, 2018, vol. 20, # 7, p. 1978 - 1981
[2] Journal of Organic Chemistry, 2008, vol. 73, # 17, p. 6706 - 6710
[3] Tetrahedron, 2000, vol. 56, # 43, p. 8473 - 8480
[4] Patent: CN104876914, 2017, B. Location in patent: Paragraph 0313-0315
[5] Patent: WO2017/173604, 2017, A1. Location in patent: Page/Page column 19; 20 |
| | 1-(TERT-BUTOXYCARBONYL)-3-IODO-1H-INDOLE Preparation Products And Raw materials |
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