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Table 1 Bismuth nitrate-induced nitration of eugenol under different conditions

From: Bismuth nitrate pentahydrate-induced novel nitration of eugenol

Entry

Solid surface

Method/Solvent

Yield (%)

1

Florisil

Dean-Stark/Benzene

75

2

Silica gel

Dean-Stark/Benzene

100

3

Molecular sieves

Dean-Stark/Benzene

80

4

KSF clay

Dean-Stark/Benzene

95

5

Neutral alumina

Dean-Stark/Benzene

90

6

Florisil

Reflux/DCM

80

7

Silica gel

Reflux/DCM

90

8

Molecular sieves

Reflux/DCM

80

9

KSF clay

Reflux/DCM

92

10

Neutral alumina

Reflux/DCM

84

11

Florisil

Dry

NR

12

Silica gel

Dry

NR*

13

Molecular sieves

Dry

NR

14

KSF clay

Dry

NR

15

Neutral alumina

Dry

NR

16

Florisil

Microwave/Solvent Free

90

17

Silica gel

Microwave/Solvent Free

100

18

Molecular sieves

Microwave/Solvent Free

95

19

KSF clay

Microwave/Solvent Free

100

20

Neutral alumina

Microwave/Solvent Free

92

21

Florisil

Reflux/Benzene

83

22

Silica gel

Reflux/Benzene

100

23

Molecular sieves

Reflux/Benzene

85

24

KSF clay

Reflux/Benzene

95

25

Neutral alumina

Reflux/Benzene

92

  1. *No reaction