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. 2021 Jan 21;11(8):4339–4355. doi: 10.1039/d0ra09420j

Optimization of reaction conditions for synthesis of 3,3,3,6,6-pentamethyl-9-phenyl-3,4,5,6,7,9-hexahydro -1H-3,5-xanthene-1,8(2H)-dione.

graphic file with name d0ra09420j-u1.jpg
Entry Solvent Catalyst (mol%) Temp. (°C) Time (min) Yielda (%)
1 EtOH : H2O 0.5 45 15 90
2 H2O 0.5 45 20 85
3 EtOH 0.5 45 10 96
4 MeOH 0.5 45 10 85
5 CH3CN 0.5 45 60 70
6 EtOAC 0.5 45 75 65
7 CHCl3 0.5 45 45 85
8 Neat 0.5 45 45 60
9 EtOH 45 10 Trace
10 EtOH 1 45 10 95
11 EtOH 1.5 45 10 90
12 EtOH 0.5 60 55
13 EtOH 0.5 55 10 90
14 EtOH 0.5 65 10 85
15 EtOH 0.5 45 20 96
16 EtOH 0.5 45 40 92
17 EtOH 0.5 45 60 85
18 EtOH 0.5b 45 60 0
19 EtOH 0.5c 45 60 0
20 EtOH 0.5d 45 30 70
a

Reaction conditions: benzaldehyde (1 mmol) and dimedone (2 mmol). The catalyst was prepared by using 0.5 mol% of catalyst as explained in the Experimental section.

b

Reaction was performed in the presence of Fe3O4 as the catalyst.

c

Reaction was performed in the presence of Fe3O4@NFC as the catalyst.

d

Reaction was performed in the presence of Fe3O4@NFC@NNS-Mn(iii) as the catalyst.