| Identification | Back Directory | [Name]
(2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE | [CAS]
86864-60-0 | [Synonyms]
OZAN-008
2-bromethanolTBDMSether
2-BROMOETHOXY-T-BUTYL DIMETHYLSILANE
2-(t-butyldimethylsiloxy)ethylbromide
(t-butyldiMethylsiloxy)-2-ethylbroMide
Hebei Fulong Import and Export Co., Ltd
(2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE
(2-Bromoethoxy)dimethyl-tert-butylsilane
(tert-Butyl)(2-bromoethoxy)dimethylsilane
2-Bromoethyloxy(tert-butyl)dimethylsilane
2-(tert-Butyldimethylsilyloxy)bromoethane
2-Bromoethyl tert-butyldimethylsilyl ether
2-(tert-Butyldimethylsilyloxy)ethyl bromide
2-(tert-Butyldimethylsilyloxy)-1-bromoethane
(2-BroMoethoxy)-tert-butyldiMethylsilane 99%
1-(tert-Butyldimethylsilyloxy)-2-bromoethane
1-Bromo-2-[(tert-butyldimethylsilyl)oxy]ethane
(2-BroMoethoxy)-tert-butyldiMethylsilane, 98%+
(2-Bromoethoxy)-tert--butyldimethylsilane
(2-Bromoethoxy)(1,1-dimethylethyl)dimethylsilane
(2-Bromoethoxy)dimethyl(1,1-dimethylethyl)silane
Silane,(2-broMoethoxy)(1,1-diMethylethyl)diMethyl-
[(2-Bromoethyl)oxy](1,1-dimethylethyl)dimethylsilane
(1-(2-BroMoethoxy)-2-Methylpropan-2-yl)diMethylsilane
(2-BroMoethoxy)-tert-butyldiMethylsilane , stabilized
(2-BroMoethoxy)-tert-butyldiMethylsilane, 98+%, stabilized
(2-Bromoethoxy)-tert-butyldimethylsilane, Stabilized with sodium carbonate | [Molecular Formula]
C8H19BrOSi | [MDL Number]
MFCD00209550 | [MOL File]
86864-60-0.mol | [Molecular Weight]
239.23 |
| Chemical Properties | Back Directory | [Boiling point ]
70-75 °C2.5 mm Hg(lit.)
| [density ]
1.115 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.444(lit.)
| [Fp ]
163 °F
| [storage temp. ]
2-8°C | [form ]
Liquid | [color ]
White to pale yellow | [Specific Gravity]
1.115 | [Hydrolytic Sensitivity]
7: reacts slowly with moisture/water | [InChI]
InChI=1S/C8H19BrOSi/c1-8(2,3)11(4,5)10-7-6-9/h6-7H2,1-5H3 | [InChIKey]
JBKINHFZTVLNEM-UHFFFAOYSA-N | [SMILES]
[Si](OCCBr)(C(C)(C)C)(C)C |
| Hazard Information | Back Directory | [Chemical Properties]
colorless liquid | [Uses]
(2-Bromoethoxy)-tert-butyldimethylsilane was used in the synthesis of 4-(3-hydroxypropyl)-4′-methyl-2,2′-bipyridine.
It may be used as a reagent for the selective N-alkylation of 5-piperazin-1-yl-1H-indole and (1H-indol-2-yl)-piperazin-1-yl-methanone and also in the synthesis of 2-[3-[(3,4,5-trimethoxyphenyl)thio]-1H-indol-5-yloxy]ethanol. | [Preparation]
In a round-bottom flask, TBDMSC1 (10.61 g, 70.42 mmol) and imidazole (6.23 g, 91.55 mmol) were dissolved in DMF (12.5 mL) and the solution was stirred at 30 mmat rt. Then, 2-bromoethanol (5 mL, 70.42 mmol) was added and the mixture was stirred at room temperature for 16 h. The reaction mixture was partitioned between Et20 and water. The organic layer was dried over MgSO4, filtered and concentrated in vacuo to give 17 g of (2-Bromoethoxy)-tert-butyldimethylsilane (quantitative yield, colorless oil). | [General Description]
(2-Bromoethoxy)-tert-butyldimethylsilane is a silane derivative. | [Synthesis]
To a solution of 2-bromoethanol (3.5 mL, 49.3 mmol) in dichloromethane (DCM, 20 mL) was sequentially added tert-butyldimethylchlorosilane (TBDMSCl, 8.17 g, 54.2 mmol), triethylamine (Et3N, 13.85 mL, 98.6 mmol) and 4-dimethylaminopyridine (DMAP, 55 mg, 0.394 mmol). The reaction mixture was stirred at room temperature for 15 hours. After completion of the reaction, the mixture was concentrated under reduced pressure. The residue was partitioned with 1N hydrochloric acid (HCl) and ethyl acetate (EtOAc). The aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a yellow oily crude product. Purification by column chromatography (hexane as eluent) afforded the colorless oily product [(2-bromoethoxy)tert-butyldimethylsilane] (11.8 g, 49.3 mmol, 100% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 3.89 (t, 2H), 3.40 (t, 2H), 0.91 (s, 9H), 0.091 (s, 6H); GC/MS (C8H19BrOSi) showed the molecular ion peak m/z 239 (M+). | [References]
[1] Patent: WO2005/9389, 2005, A2. Location in patent: Page/Page column 134
[2] Patent: WO2017/216293, 2017, A1. Location in patent: Page/Page column 78
[3] Patent: WO2005/9389, 2005, A2. Location in patent: Page/Page column 134
[4] Patent: US2004/116475, 2004, A1. Location in patent: Page/Page column 30
[5] Patent: WO2004/60367, 2004, A1. Location in patent: Page/Page column 81 |
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