-
Supporting Information
Triethylamine: A Potential N-Base Surrogate for Pyridine in
Knoevenagel Condensation of Aromatic Aldehyde and Malonic
Acid
Hitesh S. Pawara, Adhirath S. Wagha and Arvind M. Lali*a,b
a DBT-ICT Centre for Energy Biosciences, Institute of Chemical
Technology, N.P.Marg Matunga (w), Matunga, Mumbai, India.Fax: 91 22
3361 1020; Tel: 91 22 3361 1111(Extn. 2301);E-mail:
[email protected]
a,b* Department of Chemical engineering, Institute of Chemical
Technology, N.P.Marg Matunga (w), Matunga, Mumbai, India.Fax: 91 22
3361
1020; Tel: 91 22 3361 1111(Extn. 2301);E-mail:
[email protected]
1. FTIR spectra of synthesized cinnamic acids
1.1 FITR of compound 3a
Figure S1. ATR-FTIR of compound 3a
Electronic Supplementary Material (ESI) for New Journal of
Chemistry.This journal is © The Royal Society of Chemistry and the
Centre National de la Recherche Scientifique 2016
mailto:[email protected]:[email protected]
-
1.2 FITR of compound 3b
Figure S2. ATR-FTIR of compound 3b
1.3 FITR of compound 3c
Figure S3. ATR-FTIR of compound 3c
-
1.4 FITR of compound 3d
Figure S4. ATR-FTIR of compound 3d
1.5 FITR of compound 3e
Figure S5. ATR-FTIR of compound 3e
-
1.6 FITR of compound 3f
Figure S6. ATR-FTIR of compound 3f
1.7 FITR of compound 3g
Figure S7. ATR-FTIR of compound 3g
-
1.8 FITR of compound 3h
Figure S8. ATR-FTIR of compound 3h
2. LC MS analysis of synthesized compounds
2.1 LC MS of compound 3a
Figure S9. LC MS chromatogram of compound 3a
-
2.2 LC MS of compound 3b
Figure S10. LC MS chromatogram of compound 3b
2.3 FITR of compound 3c
Figure S11. LC MS chromatogram of compound 3c
-
2.4 FITR of compound 3d
Figure S12. LC MS chromatogram of compound 3d
2.5 LC MS of compound 3e
Figure S13. LC MS chromatogram of compound 3e
-
2.6 LC MS of compound 3f
Figure S14. LC MS chromatogram of compound 3f
2.7 LC MS of compound 3g
Figure S15. LC MS chromatogram of compound 3g
-
2.8 LC MS of compound 3h
Figure S16. LC MS chromatogram of compound 3h
3. 1HNMR of synthesized compounds
3.1 1HNMR of compound 3a
Figure S17. 1HNMR of compound 3a
-
3.2 1HNMR of compound 3b
Figure S18. 1HNMR of compound 3b
3.3 1HNMR of compound 3c
Figure S19. 1HNMR of compound 3c
-
3.4 1HNMR of compound 3d
Figure S20. 1HNMR of compound 3d
3.5 1HNMR of compound 3e
Figure S21. 1HNMR of compound 3e
-
3.6 1HNMR of compound 3f
Figure S22. 1HNMR of compound 3f
3.7 1HNMR of compound 3g
Figure S23. 1HNMR of compound 3g
-
3.8 1HNMR of compound 3h
Figure S24. 1HNMR of compound 3h
4. HPLC analysis of synthesized compounds
4.1 HPLC chromatogram of compound 3a
Fig S25. HPLC chromatogram of compound 3a
Sr.No Time Area Height Width Area% Symmetry
1 7.342 22072.3 1140.9 0.3224 96.907 0.499
2 16.647 704.6 6.9 1.6988 3.093 0.994
min2 4 6 8 10 12 14 16 18
mAU
0
200
400
600
800
1000
DAD1 E, Sig=280,16 Ref=360,100 (ADHIRATH\7_NOV_2014_2 2014-11-07
16-03-29\CINNAMIC ACID 9.D)
Area
: 20723
.8 7.34
2
Area
: 1348.
56
8.28
4
Area
: 704.5
7
16.64
7
-
4.2 HPLC chromatogram of compound 3b
Fig S26. HPLC chromatogram of compound 3b
Sr.No Time Area Height Width Area% Symmetry
1 3.934 7499.6 699.3 0.1787 99.774 0.516
2 7.061 17 1 0.2727 0.226 0.716
4.3 HPLC chromatogram of compound 3c
Fig S27. HPLC chromatogram of compound 3c
Sr.No Time Area Height Width Area% Symmetry
1 6.93 9918.6 645 0.2563 100 0.608
4.4 HPLC chromatogram of compound 3d
min2 4 6 8 10 12 14 16 18
mAU
0
100
200
300
400
500
600
DAD1 E, Sig=280,16 Ref=360,100 (ADHIRATH\8_NOV_2014 2014-11-08
16-17-38\PCA.D)
Area: 7499.57
3.93
4
Area: 16.9566
7.06
1
min2 4 6 8 10 12 14 16 18
mAU
0
100
200
300
400
500
600
DAD1 E, Sig=280,16 Ref=360,100 (ADHIRATH\8_NOV_2014 2014-11-08
16-17-38\PMCA.D)
Area: 9918.56
6.930
-
Fig S28. HPLC chromatogram of compound 3d
Sr.No Time Area Height Width Area% Symmetry
1 4.109 2654.3 239.5 0.1847 99.331 0.513
2 7.027 17.9 1 0.2904 0.669 0.605
4.5 HPLC chromatogram of compound 3e
Fig S29. HPLC chromatogram of compound 3e
Sr.No Time Area Height Width Area% Symmetry
1 4.115 2488.1 223.9 0.1852 99.55 0.513
2 7.055 11.2 6.30E-01 0.2976 0.45 0.785
min2 4 6 8 10 12 14 16 18
mAU
0
50
100
150
200
DAD1 E, Sig=280,16 Ref=360,100 (ADHIRATH\8_NOV_2014 2014-11-08
16-17-38\FACA.D)
Area:
2654.31
4.109
Area:
17.8639
7.027
min2 4 6 8 10 12 14 16 18
mAU
0
25
50
75
100
125
150
175
200
DAD1 E, Sig=280,16 Ref=360,100 (ADHIRATH\8_NOV_2014 2014-11-08
16-17-38\SCA.D)
Area:
2488.14
4.115
Area:
11.2494
7.055
-
4.6 HPLC chromatogram of compound 3f
Fig S30. HPLC chromatogram of compound 3f
Sr.No Time Area Height Width Area% Symmetry
1 10.209 20813.1 551.3 0.6292 100 0.308
4.7 HPLC chromatogram of compound 3g
Fig S31. HPLC chromatogram of compound 3g
Sr.No Time Area Height Width Area% Symmetry
1 9.795 58699.2 1063.4 0.7867 100 0.215
4.8 HPLC chromatogram of compound 3h
min0 5 10 15 20 25
mAU
0
100
200
300
400
500
VWD1 A, Wavelength=280 nm (C:\CHEM32\1\DATA\HITESH\CINN_ACID_2
2015-03-14 15-21-18\HITESH_PDNCA.D)
Area:
20813
.1 10.20
9
min0 5 10 15 20 25
mAU
0
200
400
600
800
1000
VWD1 A, Wavelength=280 nm (C:\CHEM32\1\DATA\HITESH\CINN_ACID_2
2015-03-14 15-21-18\HITESH_PNCA.D)
9.79
5
-
Fig S32. HPLC chromatogram of compound 3h
Sr.No Time Area Height Width Area% Symmetry
1 2.158 6045.4 366.5 0.275 98.228 0.993
2 2.72 109.1 11 0.1654 1.772 1.048
min0 2 4 6 8 10 12 14 16 18
mAU
0
50
100
150
200
250
300
350
VWD1 A, Wavelength=280 nm
(C:\CHEM32\1\DATA\HITESH\HITESH_CINNAMIC 5 2016-01-09
20-38-53\OCB_2.D)
Area:
6045.
44
2.15
8
Area:
109.0
6
2.72
0
![CHAPTER 4 Reduction of MnO (birnessite) by Malonic Acid ... 4[1]. Malonate...2(birnessite) by Malonic Acid, Acetoacetic Acid, Acetylacetone, and Structurally-Related compounds 4.1](https://img.dokumen.tips/doc/110x75/5e4bc44f7e85c31737637843/chapter-4-reduction-of-mno-birnessite-by-malonic-acid-41-malonate-2birnessite.jpg)
![Conversion of Syringaldehyde to Sinapinic Acid through ... · 4-Hydroxybenzaldehydes can react with malonic acid in a Knoevenagel-Doebner reac-tion [3] to give the corresponding α,](https://img.dokumen.tips/doc/110x75/5e2df18f99f0f9590e18ed89/conversion-of-syringaldehyde-to-sinapinic-acid-through-4-hydroxybenzaldehydes.jpg)
