Pure c 815 flash advanced

Purification of the obtained adamantile-containing derivatives 2, 3, 4 and 5 was performed on a Pure C-815 Flash Advanced chromatographic system (Buchi Labortechnik AG, Flawil, Switzerland).
The structure of the obtained compounds was confirmed by GC-MS (Figures S1–S8 in the Supplementary Materials), ¹H and ¹³C NMR spectroscopy (Figures S9–S30 in the Supplementary Materials) and elemental analysis. Mass spectra were recorded on an Agilent GC 7820A/MSD 5975 chromatography-mass spectrometer (Agilent Technologies, Santa Clara, CA, USA) in fullscan (EI) mode. NMR ¹H and ¹³C was performed on Bruker DPX 300 (Bruker Corporation, Billerica, MA, USA) in a DMSO-d₆ solvent; chemical shifts ¹H were given relative to SiMe₄. Elemental analysis was performed on a Perkin-Elmer Series II 2400 instrument (Perkin-Elmer, Waltham, MA, USA). Melting points were determined using an OptiMelt MPA100 instrument (Stanford Research Systems, Sunnyvale, CA, USA).

Purification of the obtained adamantyl-containing derivatives of phenylacetic acid ethyl ester 3a and 3b was performed on a Pure C-815 Flash Advanced chromatographic system (Buchi Labortechnik AG, Flawil, Switzerland).
Hydrolysis of the obtained adamantyl-containing derivatives of phenylacetic acid ethyl ester 3a and 3b was carried out on a Monowave 450 microwave laboratory reactor (Anton Paar GmbH, Graz, Austria).
The structure of the obtained compounds was confirmed by ¹H, ¹³C, and ¹⁹F NMR spectroscopy, chromatography-mass spectrometry, and elemental analysis. Mass spectra were recorded on an Agilent GC 7820A/MSD 5975 chromatography-mass spectrometer (Agilent Technologies, Santa Clara, CA, USA) in fullscan (EI) mode. ¹H NMR was performed on Bruker DPX 300 (Bruker Corporation, Billerica, MA, USA) in DMSO-d₆ solvent; chemical shifts ¹H are given relative to SiMe₄. Elemental analysis was performed on a Perkin-Elmer Series II 2400 instrument (Perkin-Elmer, Waltham, MA, USA). Melting points were determined using an OptiMelt MPA100 instrument (Stanford Research Systems, Sunnyvale, CA, USA).