Electric Literature of 873-76-7 , The common heterocyclic compound, 873-76-7, name is (4-Chlorophenyl)methanol, molecular formula is C7H7ClO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
General procedure: p-Nitrobenzyl alcohol (0.25 g, 1.63 mmol) was dissolved in anhydrous CH2Cl2 under N2. Triethylamine (0.227 mL, 1.63 mmol) was added and the resulting solution was cooled to 0 C. S2Cl2 (65.3 muL, 0.82 mmol) was added dropwise over twenty minutes. The solution was stirred at 0 C for two hours before being allowed to equilibrate to room temperature for three hours. The reaction was quenched with dH2O, washed with 2 x 20 mL aliquots of brine. The aqueous phase was extracted with CH2Cl2 (2 x 10 mL), and the combined organic phase was dried over MgSO4, filtered, and concentrated under reduced pressure. Column chromatography with a 2.5:1 ratio of hexanes:ethyl acetate afforded the below compounds. [Note: Bis(p-nitrobenzyloxy) disulfide, bis(4-methoxybenzyloxy) disulfide, bis(4-tertbutylbenzyloxy) disulfide, and bis(4-benzyloxy) disulfide have been previously synthesized in another laboratory with reported spectra in Ref. [13]. With the exception of bis(4-benzyloxy) disulfide, all spectra reported was almost identical to those reported below. For bis(4-benzyloxy) disulfide, Ref. [13] incorrectly assigned the aromatic signals as d 7.39 (m, 15H) instead of our d 7.17 (m, 10H). In addition, bis(p-nitrobenzyloxy) disulfide, bis(4-methoxybenzyloxy) disulfide, bis(4-methylbenzyloxy) disulfide, bis(4-benzyloxy) disulfide, and bis(4-chlorobenzyloxy) disulfide were also reported in Ref. [4]. The mp. and NMR matched our samples. Bis(4-phenylbenzyloxy) disulfide was first synthesized and fully characterized in our laboratory in Ref. [16]. Bis(4-phenoxybenzyloxy) disulfide, bis(4-cyanobenzyloxy) disulfide, and bis(4-cyanobenzyloxy) disulfide all were previously synthesized and fully characterized from our laboratory and reportedin Ref. [18].
The synthetic route of 873-76-7 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Stoutenburg, Eric G.; Gryn’Ova, Ganna; Coote, Michelle L.; Priefer, Ronny; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 136; PC; (2015); p. 1924 – 1931;,
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