ChemicalBook CAS DataBase List Benzaldehyde, 4-amino-3-methoxy- (9CI)

Benzaldehyde, 4-amino-3-methoxy- (9CI) synthesis

10synthesis methods

Product Name:Benzaldehyde, 4-amino-3-methoxy- (9CI)
CAS Number:90151-40-9
Molecular formula:C8H9NO2
Molecular Weight:151.16

80410-57-7 Synthesis

80410-57-7
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90151-40-9
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Yield:90151-40-9 83%

Reaction Conditions:

with iron;ammonium chloride in methanol;water; for 3 h;Reflux;

Steps:

3B 3B. 4-Amino-3-methoxy-benzaldehyde

3B. 4-Amino-3-methoxy-benzaldehydeA stirred mixture of 3-methoxy-4-nitro-benzaldehyde (6.5 g, 35.9 mmol), iron powder (4.51 g, 80.8 mmol) and NH4CI (3.87 g, 71.8 mmol) in MeOH (50 mL) and water (50 mL) was heated to reflux for 3 hours. The cooled reaction mixture was filtered through a pad of celite and diluted with EtOAc (100 ml). The separated organic phase was washed with water (2 x 50 mL), dried (Na2SO4) and evaporated under reducedpressure to give the title compound (4.5 g, 83%) which was used without further purification.

References:

WO2015/120390,2015,A1 Location in patent:Page/Page column 91; 129