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Table 2 Fe3+-cit/Na2S2O8 catalyzed methyl linoleate hydroxylation to a mixture of conjugated hydroxy-octadecanoate methyl ester in different solvents

From: Efficient and selective catalytic hydroxylation of unsaturated plant oils: a novel method for producing anti-pathogens

Entry

Solvent (v/v)

Conv.%

Yield of CHLM%

1a

MeCN/H2O (4/1)

100

95.3 ± 3.2(88.7 ± 3.3)

2

MeCN alone

100

21.9 ± 4.1

3

H2O alone

98.2 ± 1.8

24.8 ± 2.5

4

MeCN/H2O (2/1)

93.7 ± 3.4

64.3 ± 4.2

5

MeCN/H2O (1/1)

 > 99

48.7 ± 2.4

6

THF/ H2O

45.6

ND

7

MeOH

60.4

ND

8

DMSO

45.5

ND

9

DMF

69.7

ND

  1. Condition: In mixture solvent MeCN/H2O (v/v, 4 mL/1 mL), the (1.0 mmol) 316.6 µL, of methyl linoleate was added to the solution containing Fe(III) citrate -monohydrate 0.05 mmol (13.1 mg) and Na2S2O8 (6 equiv.). Reaction mixture was stirred 24 h at 80 °C under O2 balloon. Yield determined by HPLC with internal standard
  2. aIsolated and, determined yield by 1H NMR analysis with internal standard, N.D. = Not detected
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BMC Chemistry

ISSN: 2661-801X

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