4-Benzyloxy-3-methoxy-2-nitrobenzaldehyde

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4-Benzyloxy-3-methoxy-2-nitrobenzaldehyde Basic information
Product Name:4-Benzyloxy-3-methoxy-2-nitrobenzaldehyde
Synonyms:Benzaldehyde, 3-methoxy-2-nitro-4-(phenylmethoxy)-;3-Methoxy-2-nitro-4-(phenylmethoxy)benzaldehyde;4-Benzyloxy-3-methoxy-2-nitrobenzaldehyde
CAS:2450-27-3
MF:C15H13NO5
MW:287.27
EINECS:
Product Categories:
Mol File:Mol File
4-Benzyloxy-3-methoxy-2-nitrobenzaldehyde Structure
4-Benzyloxy-3-methoxy-2-nitrobenzaldehyde Chemical Properties
Melting point 111.5-112.5 °C
Boiling point 487.8±45.0 °C(Predicted)
density 1.296±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
Safety Information
MSDS Information
4-Benzyloxy-3-methoxy-2-nitrobenzaldehyde Usage And Synthesis
Synthesis
4-HYDROXY-3-METHOXY-2-NITROBENZALDEHYDE

2450-26-2

Benzyl bromide

100-39-0

4-BENZYLOXY-3-METHOXY-2-NITROBENZALDEHYDE

2450-27-3

Step 3: Preparation of 4-(benzyloxy)-3-methoxy-2-nitrobenzaldehyde; 4-hydroxy-3-methoxy-2-nitrobenzaldehyde (155 g, 786 mmol) was dissolved in N,N-dimethylformamide (DMF, 1500 mL), and potassium carbonate (217 g, 1.57 mol) and benzyl bromide (161 g, 0.94 mol). The reaction mixture was stirred at room temperature for 16 h. Most of the DMF was removed by distillation under reduced pressure. the organic layer was separated by partitioning the residue between water (2 L) and ethyl acetate (EtOAc, 2 L). The organic layer was washed with saturated saline (3 x 2 L), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting solid was ground with ether (Et2O, 1 L) to afford the target compound 4-(benzyloxy)-3-methoxy-2-nitrobenzaldehyde (220 g, 97% yield).1H NMR (DMSO-d6) δ: 9.77 (1H, s), 7.87 (1H, d), 7.58 (1H, d), 7.51 (1H, m), 7.49 (1H, m) , 7.39 (3H, m), 5.36 (2H, s), 3.05 (3H, s).

References[1] Patent: WO2008/70150, 2008, A1. Location in patent: Page/Page column 66
[2] Tetrahedron, 2009, vol. 65, # 16, p. 3246 - 3260
[3] Patent: WO2012/62748, 2012, A1. Location in patent: Page/Page column 56
[4] Patent: WO2012/62743, 2012, A1. Location in patent: Page/Page column 60
[5] Patent: WO2012/62745, 2012, A1. Location in patent: Page/Page column 61
4-Benzyloxy-3-methoxy-2-nitrobenzaldehyde Preparation Products And Raw materials
Raw materials4-Hydroxy-3-methoxy-2-nitrobenzaldehyde-->Benzyl bromide-->N,N-Dimethylformamide-->Potassium carbonate
Tag:4-Benzyloxy-3-methoxy-2-nitrobenzaldehyde(2450-27-3) Related Product Information
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