Reference of 460-37-7, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, This compound has unique chemical properties. The synthetic route is as follows.
To a solution of N-isopropylpropan-2-amine (9.45 g, 93.35 mmol, 13.2 mL, 2 eq) in THF (100 mL) at -40 C. was added dropwise n-BuLi (2.5 M in hexanes, 28 mL, 1.5 eq) and the mixture was stirred at -10 C. for 1 h, then cooled to -70 C. A solution of ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate (10 g, 46.67 mmol, 1 eq) in THF (50 mL) was added dropwise and the reaction mixture was stirred at -70 C. for 1 h. A solution of 1,1,1-trifluoro-3-iodo-propane (15.68 g, 70.0 mmol, 8.21 mL, 1.5 eq) in THF (50 mL) was then added dropwise at -70 C. and the mixture was stirred for 14 hr at RT. The reaction was quenched by addition of saturated aq. NH4Cl (200 mL) and extracted with EtOAc (100 mL×3). The combined organic layers were washed with brine (200 mL), dried (Na2SO4), and concentrated under reduced pressure. The residue was purified by SiO2 gel chromatography (PE to PE: EtOAc=50:1) to give the title compound (10 g, 32.2 mmol, 69% yield) as a pale yellow oil. 1H NMR (400 MHz, CDCl3): delta 4.20-4.15 (m, 2H), 3.93 (s, 4H), 2.18-2.13 (m, 2H), 2.03-1.96 (m, 2H), 1.78-1.73 (m, 2H), 1.67-1.66 (m, 2H), 1.60-1.57 (m, 2H), 1.54-1.48 (m, 2H), 1.28-1.25 (m, 3H).
The chemical industry reduces the impact on the environment during synthesis 1,1,1-Trifluoro-3-iodopropane. I believe this compound will play a more active role in future production and life.
Reference:
Patent; Board of Regents, The University of Texas System; DI FRANCESCO, Maria Emilia; JONES, Philip; MCAFOOS, Timothy Joseph; (166 pag.)US2019/270739; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com