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

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

Entry	Solvent (v/v)	Conv.%	Yield of CHLM%
1^a	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

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
^aIsolated and, determined yield by ¹H NMR analysis with internal standard, N.D. = Not detected

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