Table 1 Optimization of reaction conditions.

From: Efficient selective and atom economic catalytic conversion of glycerol to lactic acid

View full size image

Entry

Base (M)

Base:glycerol

Solvent

T(°C)

Conv. (%)

TON (LA)

Selectivity

1

KOH (8 M)

0.58

Neat

115

8.4

1,150

>95

2

NaOH (8 M)

0.58

Neat

115

0.7

102

>95

3

LiOH (8 M)

0.58

Neat

115

2.1

30

4

CaO (8 M)

0.58

Neat

115

1.4

20

5

Neat

115

0

0

6

KOH (0.1 M)

0.008

Neat

115

0.1

8

63

7

KOH (0.5 M)

0.036

Neat

115

0.1

14

72

8

KOH (1 M)

0.07

Neat

115

0.2

31

83

9

KOH (2 M)

0.15

Neat

115

0.5

63

88

10

KOH (4 M)

0.29

Neat

115

1.1

145

94

11

KOH (8 M)

0.58

H2O/glycerol (1:9)

115

5.7

779

>95

12

KOH (8 M)

0.58

H2O/glycerol (1:1)

115

4.5

610

>95

13*

KOH (8 M)

0.58

Neat

115

5.2

715

>95

14

KOH (8 M)

0.58

Neat

115

6.4

873

>95

15

KOH (8 M)

0.58

Neat

70

0.1

17

>95

16

KOH (8 M)

0.58

Neat

140

18.1

2,474

>95

17

KOH (8 M)

0.58

Neat

160

34.8

4,760

>95

  1. Conv., conversion; LA, lactic acid; TON, turnover number.
  2. Reaction conditions: 3.78 g glycerol, 3 μmol 6 (0.007 mol%), 15 h (TON calculated for LA formation by 1H NMR spectroscopy using internal standard and confirmed by gas evolution quantified by gas burette measurements). Reactions carried out under N2 atmosphere and overall mass balance over 99%, unless otherwise noted. Maximum theoretical TON ~13,700.
  3. *Reaction carried out in air.
  4. Reaction carried out under nitrogen and exposed to air after 10 min.
  5. Mass balance=94%.