5-Formyl-2-thiopheneboronic acid → 5-(4-Chlorobenzyl)thiophene-2-carbaldehyde
Reaktionsgleichung
[CH:1]([C:3]1[S:7][C:6](B(O)O)=[CH:5][CH:4]=1)=[O:2].P(O[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)(OCC)(OCC)=O.ClC1C=CC(CC2C=C(C=O)SC=2)=CC=1>>[Cl:27][C:24]1[CH:25]=[CH:26][C:21]([CH2:20][C:6]2[S:7][C:3]([CH:1]=[O:2])=[CH:4][CH:5]=2)=[CH:22][CH:23]=1Komponenten
4
Versuchsvorschrift
The title compound was synthesized from 5-formylthiophen-2-ylboronic acid and diethyl 4-chlorobenzyl phosphate using the conditions to synthesize 4-(4-chlorobenzyl)thiophene-2-carbaldehyde (Example 1.1.a). Purification by flash chromatography (0-20% heptane/EtOAc) yielded 5-(4-chlorobenzyl)thiophene-2-carbaldehyde (730 mg, 48%). 1H NMR (400 MHz, CDCl3) δ ppm 9.82 (s, 1H), 7.62 (d, 1H), 7.31 (m, 2H), 7.18 (m, 2H), 6.90 (m, 1H), 4.17 (s, 2H).