Synthesis
General procedure for the synthesis of 2,6-dichlorobenzyl alcohol from 2,6-dichlorobenzaldehyde: To a solution of 2,6-dichlorobenzaldehyde (340 mg, 1.94 mmol) in anhydrous ethanol (4 mL) was added sodium borohydride (74 mg, 1.94 mmol) in batches. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, a 1 N hydrochloric acid solution (~5 mL) was slowly added to quench the reaction. Subsequently, the solvent was removed by distillation under reduced pressure. The residue was dissolved in ethyl acetate (10 mL) and washed sequentially with 1 N hydrochloric acid solution (10 mL) and deionized water (10 mL x 2). The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated to give the target product 2,6-dichlorobenzyl alcohol (320 mg, 94% yield).
References
[1] ChemMedChem, 2016, vol. 11, # 23, p. 2607 - 2620
[2] Patent: CN103304571, 2018, B. Location in patent: Paragraph 0142; 0143; 0144
[3] RSC Advances, 2015, vol. 5, # 64, p. 52000 - 52006
[4] Catalysis Communications, 2017, vol. 94, p. 23 - 28
[5] Patent: CN109020779, 2018, A. Location in patent: Paragraph 0049; 0050
