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Green Chemistry
Page 7 of 9
DOI: 10.1039/C7GC01654A
Journal Name
ARTICLE
To a solution of alcohol (4 mmol) or ketone or aldehyde (2
mmol) in 2-methylfuran (4.4 mmol; 6.6 mmol especially for
HMF and HMF derivatives), catalytic amount of sulfonic acid
Acknowledgements
S.H.S is grateful to CSIR-National Chemical Laboratory, Pune
for providing research facility and CSIR, New Delhi, India for
award of senior research fellowship.
functionalized IL,
6 (20 mol %) and water (0.5 mL) was added.
Reaction mixture was subsequently heated to 65 oC for 2h.
Upper organic phase was pipetted out and aqueous phase was
further washed with ethyl acetate (10 mL x 2) to extract the
entire product from aqueous phase. Furan and ethyl acetate
layers was combined and evaporated under reduced pressure
using rotatory evaporator to obtain crude condensation
product which was purified by column chromatography.
Notes and references
1
2
3
4
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Conversion of the substrates was calculated by liquid analysis
using Thermo Scientific Trace 700 gas chromatography.
Products were separated using a Factor Four capillary column
(HP-5, 30 m length, 0.25 mm diameter) coated with a 0.25 mm
2
5
6
6, 2236.
,
3
,
thick
stationary
phase
(5%
phenyl
and
95%
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200 MHz frequency Bruker instrument. The products were also
characterised using QP-Ultra 2010 GC-MS Shimadzu
instrument, RTX-5 column, under helium as carrier gas, EI
mode and ionization source temperature about 200 oC.
Approximate molecular weights of few representative
condensation products were analysed using high resolution
mass spectroscopy (HRMS) on HRMS-Q Exactive (ORBITRAP)
model (for HRMS graph see ESI).
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enhanced the product isolation up to 84%, while IL+aqueous
phase could be recycled again. This protocol was successfully
demonstrated for a wide variety of bio-derived substrates for
the condensation with furan as well as with 2-methylfuran.
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