ChemicalBook CAS DataBase List 3-Methoxy-2-nitrobenzaldehyde

3-Methoxy-2-nitrobenzaldehyde synthesis

9synthesis methods

Product Name:3-Methoxy-2-nitrobenzaldehyde
CAS Number:53055-05-3
Molecular formula:C8H7NO4
Molecular Weight:181.15

53055-04-2
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$120.00/0.25g

53055-05-3
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$60.00/100mg

Yield: 77%

Reaction Conditions:

with pyridinium chlorochromate in dichloromethane at 20; for 2 h;

Steps:

1 Intermediate IB: 3-methoxy-2-nitrobenzaldehyde
To a stirred solution of (3-methoxy-2-nitrophenyl)methanol (3.4 g, 18.6 mmol) in DCM (25 mL) was added celite followed by PCC (6.0 g, 27.8 mmol) at room (0270) temperature. The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was filtered and concentrated to afford a brown solid. The crude compound was purified by column chromatography (silica gel column, 0-20% ethyl acetate in pet-ether) to provide 3-methoxy-2-nitrobenzaldehyde (2.6 g, 77% yield) as a white crystalline solid. ¹HNMR (300 MHz, DMSO-de) d 9.94 (s, 1H), 7.93-7.58 (m, 3H), 3.94 (s, 3H). LC-MS: m/z 182.1 (M+H).

References:

BRISTOL-MYERS SQUIBB COMPANY WO2021/11724, 2021, A1 Location in patent:Page/Page column 34-35