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ChemicalBook CAS DataBase List 4-CHLOROBENZYL THIOCYANATE
2082-64-6

4-CHLOROBENZYL THIOCYANATE synthesis

6synthesis methods
-

Yield:2082-64-6 86%

Reaction Conditions:

with triethylamine;N-tosylimidazole in N,N-dimethyl-formamide at 70; for 9 h;

Steps:

1-Chloro-4-(thiocyanatomethyl)benzene (2c)

General procedure: In a round-bottom flask (50 mL) equipped with a condenser, amixture of an appropriate alcohol (0.01 mol), TsIm (0.012 mol),KSCN (0.015 mol) and Et3N (0.015 mol) in anhydrous DMF (10 mL)was heated at 70 °C for the times indicated in Table 2. In most cases,darkening of the reaction media occurred, and heating was continueduntil TLC monitoring indicated no further improvement in theconversion (Table 2). After completion of the reaction, the mixturewas diluted in water (100 mL), CHCl3 (100 mL) was added and theorganic phase was washed with water (4 × 100 mL). The organiclayer was evaporated in vacuo to obtain the crude product which waspurified by short column chromatography on silica gel eluted withn-hexane:EtOAc

References:

Rad, Mohammad Navid Soltani [Journal of Chemical Research,2016,vol. 40,# 10,p. 583 - 587]