Efficient Synthesis of Octacosanol Linoleate Catalyzed by Ionic Liquid and Its Structure Characterization

Supplemental Figure Captions

FigureS1 HPLC chromatogram of linoleic acid (a), octacosanol (b), reaction mixtures (c) and octacosanol linoleate purified by silica gel column chromatography (d). Preparative-scale reaction parameters: 1: 1 molar ratio of octacosanol to linoleic acid, 4.5% [BSO3HMim][HSO4] (related to the total substrate mass), 80 oC, 2 h.

Figure S2 FT-IR spectra of linoleic acid (a), octacosanol (b) and octacosanol linoleate (c).Preparative-scale reaction parameters: 1: 1 molar ratio of octacosanol to linoleic acid, 4.5% [BSO3HMim][HSO4] (related to the total substrate mass), 80 oC, 2 h.

FigureS3MS spectrum of octacosanol linoleate. Preparative-scale reaction parameters: 1: 1 molar ratio of octacosanol to linoleic acid, 4.5% [BSO3HMim][HSO4] (related to the total substrate mass), 80 oC, 2 h.
Table S1 Fourier transform infrared spectroscopy spectra of linoleic acid (a), octacosanol (b) and octacosanol linoleate (c). Preparative-scale reaction parameters: 1: 1 molar ratio of octacosanol to linoleic acid, 4.5% [BSO3HMim][HSO4] (related to the total substrate mass), 80 oC, 2 h.

(a)

Frequency(cm-1) / Intensity / Adscription / Potential functional groups
3300-2500 / middle / vOH / -COOH
3008 / weak / vcH / =C-H
2954 / middle / vCH / -CH3
2924 / middle / vCH / -CH2-
2854 / middle / vCH / -CH3
1707 / strong / vC=O / -COOH
1457 / middle / δCH / -CH2-
722 / middle / vCH / -(CH2)n, n > 4
a v, stretching vibration; δ, bending vibration.

(b)

Frequency(cm-1) / Intensity / Adscription / Potential functional groups
3321 / middle / vOH / -OH
2954 / weak / vCH / -CH3
2915 / strong / vCH / -CH2-
2847 / strong / vCH / -CH3
1707 / strong / vC=O / -COOH
1472 / weak / δCH / -CH3
1462 / weak / δCH / -CH2-
1062 / strong / vC-O / -C-O
719 / strong / vCH / -(CH2)n, n > 4
a v, stretching vibration; δ, bending vibration.

(c)

Frequency(cm-1) / Intensity / Adscription / Potential functional groups
3008 / weak / vcH / =C-H
2954 / weak / vCH / -CH3
2915 / strong / vCH / -CH2-
2847 / strong / vCH / -CH3
1735 / strong / vC=O / -COO-
1653 / weak / vC=C / -C=C-
1472 / weak / δCH / -CH3
1462 / weak / δCH / -CH2-
1169 / strong / vC-O / -C-O
719 / strong / vCH / -(CH2)n, n > 4
a v, stretching vibration; δ, bending vibration.

Figure S1

Figure S2

Figure S3

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