As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 34626-51-2, name is 5-Bromopentan-1-ol, molecular formula is C5H11BrO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Computed Properties of C5H11BrO
General procedure: To a solution of 100 mg of alcohol (4-bromo-1-butanol, 5-bromo-1-pentanol, or 6-bromo-1-hexanol) in 5 mL of CH2Cl2 were added 2 equiv. of imidazole and 1.0 equiv. of TIPSCl (triisopropylsilyl chloride). After being stirred at room temperature for 4 h,the reaction mixture was diluted with water, and the product was extracted with EtOAc. The extract was washed with brine, dried, and evaporated. The product was purified by chromatography (hexane/EtOAc 20:1) to give compounds 12, 13, and 14 as colorless oils. Compound 12: 85%; 1H NMR (400 MHz, CDCl3) 1.03-1.10 (m,21H), 1.68 (quin, J = 6.1 Hz, 2H), 1.98 (quin, J = 7.0 Hz, 2H), 3.46 (t,J = 6.8 Hz, 2H), 3.72 (t, J = 6.1 Hz, 2H); 13C NMR (100 MHz, CDCl3) 11.9, 18.0, 29.6, 31.5, 34.0, 62.4; ESI-HRMS (M+H)+m/z calcd. for C13H30BrOSi 309.1249, found 309.1248. Compound 13: 88%; 1H NMR (400 MHz, CDCl3) 1.05-1.11 (m,21H), 1.49-1.58 (m, 4H), 1.89 (t, J = 7.6 Hz, 2H), 3.41 (t, J = 6.9 Hz,2H), 3.69 (t, J = 6.1 Hz, 2H);13C NMR (100 MHz, CDCl3) 12.0, 18.0,24.6, 32.1, 32.7, 33.8; ESI-HRMS (M+H)+m/z calcd. for C14H32BrOSi 323.1406, found 323.1401.
With the rapid development of chemical substances, we look forward to future research findings about 34626-51-2.
Reference:
Article; Baek, Dong Jae; Bittman, Robert; Chemistry and Physics of Lipids; vol. 175-176; (2013); p. 99 – 104;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts