3-Pyrid-4-ylbenzaldehyde

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3-Pyrid-4-ylbenzaldehyde Basic information
Product Name:3-Pyrid-4-ylbenzaldehyde
Synonyms:3-PYRID-4-YLBENZALDEHYDE;3-PYRIDIN-4-YL-BENZALDEHYDE;3-(4-PYRIDINYL)BENZALDEHYDE;3-(4-PYRIDYL)BENZALDEHYDE;AKOS BAR-0608;3-(Pyridin-4-yl)benzaldehyde 97%;3-(3-Fluoropyridin-4-yl)benzaldehyde;3-PYRIDIN-4-YL-BENZALDEHYDE, 95+%
CAS:208190-04-9
MF:C12H9NO
MW:183.21
EINECS:
Product Categories:
Mol File:208190-04-9.mol
3-Pyrid-4-ylbenzaldehyde Structure
3-Pyrid-4-ylbenzaldehyde Chemical Properties
Melting point 48 °C
Boiling point 341.8±25.0 °C(Predicted)
density 1.147±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form solid
pka4.72±0.26(Predicted)
color Beige
CAS DataBase Reference208190-04-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 22-36/37/38-36
Safety Statements 22-26-36/37/39
HS Code 2933399990
MSDS Information
3-Pyrid-4-ylbenzaldehyde Usage And Synthesis
Synthesis
3-Bromobenzaldehyde

3132-99-8

Pyridine-4-boronic acid

1692-15-5

3-Pyrid-4-ylbenzaldehyde

208190-04-9

Step 1: In a 2L three-necked round-bottomed flask, a nitrogen inert atmosphere was established and maintained. A solvent mixture of 2-propanol/water (800mL/40mL) with pyridine-4-boronic acid (30g, 244mmol, 1.0 eq.), Na2CO3 (77.3g, 729mmol, 3.0 eq.), Pd(OAc)2 (5.46g, 24.3mmol, 0.1 eq.), PPh3 (12.75g, 48.7 mmol, 0.2 equiv) and m-bromobenzaldehyde (45 g, 243 mmol, 1.0 equiv). The reaction mixture was placed in an oil bath at 80 °C and the reaction was stirred for 48 hours. After completion of the reaction, the solid was removed by filtration and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography with the eluent ethyl acetate/petroleum ether (1:1, v/v) to give 30 g of 3-(pyridin-4-yl)benzaldehyde, the product was in the form of an orange oil.

References[1] Angewandte Chemie - International Edition, 2006, vol. 45, # 17, p. 2761 - 2766
[2] Patent: WO2013/16807, 2013, A1. Location in patent: Page/Page column 23-24
[3] Patent: WO2015/127559, 2015, A1. Location in patent: Page/Page column 31
Tag:3-Pyrid-4-ylbenzaldehyde(208190-04-9) Related Product Information
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