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. 2018 Apr 25;59(17):1635–1637. doi: 10.1016/j.tetlet.2018.03.039

Table 3.

Scale up conditionsa (A t-amyl alcohol was removed under reduced pressure then extracted with the stated solvent. B poured onto water then extracted with the stated solvent. C solvent added to the microwave vial then sonicated to break up the reaction mixture then filtered and washed with the solvent. The filtrate was concentrated under reduced pressure. D t-amyl alcohol removed under reduced pressure and the solid was triturated with the stated solvent and the filtrate concentrated under reduced pressure).

Entry Work up Solvent Yield 2b (%) Yield 3c (%)
1 A EtOAc 37 5
2 B Et2O 36 5
3 C EtOAc 38 5
4 C Et2O 88 2
5 C CH2Cl2 40 5
6 D EtOAc 60 5
7 D CH2Cl2 42 5
8d D Et2O 65 3
a

Reactions conducted using 0.28 mmol of 1 and 1.4 mmol of CsF in 5 mL of t-amyl alcohol.

b

Isolated yield.

c

Determined by 1H NMR.

d

Reaction conducted with 1.4 mmol of 1, and 7 mmol of CsF in 5 mL of t-amyl alcohol.