| Identification | Back Directory | [Name]
2-(1H-indol-1-yl)ethanol | [CAS]
121459-15-2 | [Synonyms]
1H-Indole-1-ethanol
2-(INDOL-1-YL)ETHANOL
2-(1H-indol-1-yl)ethanol | [Molecular Formula]
C10H11NO | [MDL Number]
MFCD12964923 | [MOL File]
121459-15-2.mol | [Molecular Weight]
161.2 |
| Chemical Properties | Back Directory | [Melting point ]
42-43 °C | [Boiling point ]
141-142 °C(Press: 2.5 Torr) | [density ]
1.11±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
solid | [pka]
14.87±0.10(Predicted) | [Appearance]
Light yellow to yellow Liquid |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 2-(1H-indol-1-yl)ethanol from indole and 2-bromoethanol is as follows: the preparation of methyl 2-[4-[2-indolyl]ethoxy]phenylthio-butanoate (ST1983) is described in Example 8. First, the intermediate 1-(2-hydroxyethyl)indole was prepared in a procedure that referenced the method reported in J. Med. Chem. 1998,41/10,1619-1639, but with the reaction time adjusted to 30 h (30 min in the original literature). The procedure was as follows: indole (5.0 g, 42.7 mmol) was dissolved in 50 ml of anhydrous DMSO, KOH (3.6 g, 64.1 mmol) and 2-bromoethanol (6.4 g, 51.3 mmol) were added and the reaction was carried out at 25-30 °C. Finally, 5 g of oily product was obtained in 73% yield. | [References]
[1] Organic and Biomolecular Chemistry, 2013, vol. 11, # 28, p. 4569 - 4572
[2] Patent: WO2004/56355, 2004, A1. Location in patent: Page/Page column 23
[3] Angewandte Chemie - International Edition, 2014, vol. 53, # 20, p. 5142 - 5146
[4] Angew. Chem., 2014, vol. 126, # 20, p. 5237 - 5241,5
[5] Chemical Communications, 2015, vol. 52, # 2, p. 346 - 349 |
|
| Company Name: |
Sigma-Aldrich
|
| Tel: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
BePharm Ltd
|
| Tel: |
400-685-9117 |
| Website: |
www.bepharm.com |
|