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. 2017 Jul 28;6(5):668–673. doi: 10.1002/open.201700082

Table 1.

Conditions tested for the chlorination reaction.[a]

Entry T [°C] t r [min] Yield 3 [b] [%]
1[c] 85 60 80
2[c] 100 60 100
3[c] 110 30 100
4[c] 125 15 70
5[c] 150 15 70
6[d] 100 30 100
7[d] 100 15 85

[a] See the Experimental Section for the reaction conditions. [b] Conversions were determined by 1H NMR, after evaporation of the solvent. [c] Flow stream A: 2 (1 m) in toluene/DMF (9:1) containing 0.1 equiv imidazole; flow stream B: SOCl2 in toluene (3 m). [d] Flow stream A: 2 in DMF containing 1 % imidazole; flow stream B: neat SOCl2.