Boron trifluoride diethyl etherate bf3 et2o

Cocoa butter raw material was obtained from Whitland Ltd. It is a by‐product of chocolate manufacturing process, which cannot be re‐used for foods manufacture. Tungsten powder (12 µm, 99.9%), Adogen 464 and deuterated chloroform were purchased from Aldrich. Ortho‐phosphoric acid (85% wt. in H₂O), sodium chloride, chloroform, hydrogen peroxide (30% wt. in H₂O) were purchased from Fisher Chemicals. Anhydrous magnesium sulphate was received from Acros Organics. Reagents were used without further purification. Diethyl ether, hexane, boron trifluoride Diethyl etherate (BF₃·Et₂O), sodium bicarbonate, tetrahydrofuran (THF), methylene diphenyl diisocyanate (MDI) were purchased from Sigma‐Aldrich.

All reagents were obtained from commercial sources. D-lactose, acetic anhydride, N,N-dimethylformamide (DMF), trichloroacetonitrile, 1,8-diazabicyclo [5.4.0]undec-7-ene (DBU), boron trifluoride diethyl etherate (BF₃·Et₂O), propargyl alcohol, sodium metal, Dowex-50 resin (H+ form), 5-bromovaleryl chloride, 2,4-dimethyl pyrrole, triethylamine (TEA), N-iodosuccimide (NIS) were purchased from Sigma Aldrich (St. Louis, MO, USA). Sodium azide, sodium ascorbate, copper (II) sulfate pentahydrate, sodium hydroxide (NaOH), sulfuric acid (H₂SO₄), sodium hydrogen carbonate (NaHCO₃), magnesium sulfate (MgSO₄), and ammonium carbonate [(NH₄)₂CO₃] were procured from Daejung Chemical (Gyeonggi-do, South Korea) and used without further purification. Ethyl acetate (EtOAc), dichloromethane (CH₂Cl₂), tetrahydrofuran (THF), methanol, and other solvents were of analytical grade and were dried under calcium hydride prior to use, except THF.
All compounds were characterized by ¹H- and ¹³C-NMR spectroscopy on a Bruker AM 250 spectrometer (Billerica, MA, USA) and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS) on a SYNAPT G2-Si high definition mass spectrometer (Waters, London, United Kingdom).

9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO) and 3,5-bis(trifluoromethyl)phenyl isothiocyanate (purity 98%) were acquired from TCI. Poly(propylene glycol) diglycidyl ether PPO GE (Mn = 640 g·mol⁻¹), poly(methylhydrosiloxane) (PMHS, Mn = 2080 g·mol⁻¹)[46 (link)], 4,4′-methylenebis(N,N-diglycidylaniline) (MBDA), tetrabutylammonium bromide (TBAB) (purity 99%), 2,2′-biphenol, phosphorus trichloride (PCl₃), diphenyl phosphite (DPP), diethyl phosphite (DEP), anhydrous tetrahydrofuran, lithium bis(trimethylsilyl)amide solution (LiHMDS 1M in THF), boron trifluoride diethyl etherate (BF₃.Et₂O) and cyclohexylamine, were purchased from Sigma-Aldrich (Darmstadt, Germany). Jeffamine® EDR-148 (2,2′-(ethylenedioxy)bis(ethylamine)) was kindly supplied by Huntsman. CO₂ was acquired from Air Liquide. Sodium hydroxide (NaOH), ethyl acetate (AcOEt), dioxane, tetrahydrofuran (THF) and dichloromethane (DCM) were purchased from VWR International S.A.S (Fontenay-sous-Bois, France). The NMR solvents used are CDCl₃ and DMSO-d6 from Eurisotop.