ChemicalBook CAS DataBase List 2-Chloro-4-hydroxybenzaldehyde

2-Chloro-4-hydroxybenzaldehyde synthesis

9synthesis methods

Product Name:2-Chloro-4-hydroxybenzaldehyde
CAS Number:54439-75-7
Molecular formula:C8H7ClO2
Molecular Weight:170.59

56962-11-9

74-88-4

54439-75-7

General procedure for the synthesis of 2-chloro-4-methoxybenzaldehyde from 2-chloro-4-hydroxybenzaldehyde and iodomethane: Referring to the method of Example 20, to a solution of 2-chloro-4-hydroxybenzaldehyde (2 g, 12.8 mmol) in N,N-dimethylformamide (25 mL) was added potassium carbonate (3.46 g, 25 mmol) and iodomethane (in excess) and the reaction mixture was room temperature and stirred for 18 hours. After completion of the reaction, water was added to the mixture and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. Subsequently, the solvent was removed by distillation under reduced pressure to give almost pure 2-chloro-4-methoxybenzaldehyde (1.55 g, 70% yield). The product was characterized by 1H-NMR (δppm, CDCl3): 3.89 (3H, s), 6.84-6.95 (2H, m), 7.90 (1H, d, J = 8.8 Hz), 10.33 (1H, s).

56962-11-9 Synthesis

56962-11-9
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356 suppliers
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54439-75-7
108 suppliers
$6.00/250mg

Yield: 70%

Reaction Conditions:

with potassium carbonate in water;N,N-dimethyl-formamide

Steps:

R.20 -chloro-4-methoxybenzaldehyde
Reference Example 20 -chloro-4-methoxybenzaldehyde To a solution of 2-chloro-4-hydroxybenzaldehyde (2 g, 12.8 mmol) in N,N-dimethylformamide (25 mL) were added potassium carbonate (3.46 g, 25 mmol) and methyl iodide (large excess) and the mixture was stirred at room temperature for 18 h. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give an almost pure title compound (1.55 g, 70%). ¹H-NMR (δ ppm, CDCl₃): 3.89 (3H, s), 6.84-6.95 (2H, m), 7.90 (1H, d, J=8.8 Hz), 10.33 (1H, s)

References:

Takeda Chemical Industries, Ltd. EP1223170, 2002, A1

74-88-4
356 suppliers
$15.00/10g

54439-75-7
108 suppliers
$6.00/250mg

References

123-11-5 Synthesis