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ChemicalBook CAS DataBase List 4-ISOPROPOXYBENZALDEHYDE
18962-05-5

4-ISOPROPOXYBENZALDEHYDE synthesis

8synthesis methods
-

Yield:18962-05-5 77%

Reaction Conditions:

with potassium carbonate in hexane;ethyl acetate;N,N-dimethyl-formamide;

Steps:

R.3 4-Isopropoxybenzaldehyde

REFERENCE EXAMPLE 3 4-Isopropoxybenzaldehyde To a solution of 2 g (16.38 mmol) of 4-hydroxybenzaldehyde in 100 mL of DMF, 2.72 g (19.69 mmol) of K2CO3, 2.74 g (16.52 mmol) of KI and 3.94 mL (39.38 mmol) of 2-iodopropane was added under argon. The mixture was stirred at 80° C. overnight, concentrated and the residue obtained was partitioned between CHCl3 and H2O. The phases were separated, the aqueous phase was extracted with CHCl3 and the combined organic phases were dried over MgSO4 and concentrated. The crude product obtained was purified by chromatography on silica gel using EtOAc/hexane mixtures of increasing polarity as eluent, to give 2.08 g of the title compound of the example as an oil (77% yield). 1H-NMR (300 MHz, CDCl3 δ TMS): 1.39 (d, J=6 Hz, 6H), 4.67 (m, 1H), 6.96 (d, J=8.7 Hz, 2H), 7.81 (d, J=8.7 Hz, 2H), 9.87 (s, 1H).

References:

US2003/176481,2003,A1

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