| Identification | Back Directory | [Name]
1-(TERT-BUTOXYCARBONYL)-3-IODO-1H-INDOLE | [CAS]
192189-07-4 | [Synonyms]
N-Boc-3-iodoindole
1-Boc-3-iodoindole, 95%
tert-butyl3-iodoindole-1-carboxylate
tert-butyl 3-iodo-1H-indol-1-carboxylate
1-(TERT-BUTOXYCARBONYL)-3-IODO-1H-INDOLE
1-(Tert-Butoxycarbonyl)-3-iodo-1H-icdole
tert-Butyl 3-iodo-1H-indole-1-carboxylate
3-Iodoindole-1-carboxylic acid tert-butyl ester
3-Iodo-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester
1H-Indole-1-carboxylic acid, 3-iodo-, 1,1-dimethylethyl ester | [Molecular Formula]
C13H14INO2 | [MDL Number]
MFCD05864781 | [MOL File]
192189-07-4.mol | [Molecular Weight]
343.16 |
| Chemical Properties | Back Directory | [Melting point ]
36-40℃ | [Boiling point ]
388℃ | [density ]
1.56 | [Fp ]
189℃ | [storage temp. ]
Keep in dark place,Inert atmosphere,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 |
| Hazard Information | Back Directory | [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 |
|
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|