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. 2021 Dec 1;11(61):38712–38716. doi: 10.1039/d1ra08469k

Optimization of reaction parametersa.

graphic file with name d1ra08469k-u1.jpg
Entry Solvent Base (mol%) T (°C) Yieldb (%)
1 CH2Cl2 Na2CO3 (50 mol%) 60 80
2 Toluene Na2CO3 (50 mol%) 60 54
3 1,4-Dioxane Na2CO3 (50 mol%) 60 81
4 MeOH Na2CO3 (50 mol%) 60 Mixture
5 ClCH2CH2Cl Na2CO3 (50 mol%) 60 86
6 ClCH2CH2Cl K2CO3 (50 mol%) 60 72
7 ClCH2CH2Cl Li2CO3 (50 mol%) 60 79
8 ClCH2CH2Cl K3PO4 (34 mol%) 60 67
9 ClCH2CH2Cl Et3N (100 mol%) 60 83
10 ClCH2CH2Cl Na2CO3 (50 mol%) 30 83
11c ClCH2CH2Cl Na2CO3 (50 mol%) 30 92
a

Reaction conditions: 1a (0.5 mmol), TMSCN (1.0 mol), 3 mL of solvents, 24 h.

b

Isolated yield.

c

KF (1.0 mol) was added as additive.