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ChemicalBook CAS DataBase List 3-CyclopropylMethoxy-4-Hydroxybenzaldehyde
25934-52-5

3-CyclopropylMethoxy-4-Hydroxybenzaldehyde synthesis

3synthesis methods
3-(Cyclopropylmethoxy)-4-(phenylmethoxy)benzaldehyde

1381886-14-1

3-CyclopropylMethoxy-4-Hydroxybenzaldehyde

25934-52-5

General procedure for the synthesis of 3-cyclopropylmethoxy-4-hydroxybenzaldehyde from 3-cyclopropylmethoxy-4-phenylmethoxybenzaldehyde: Unpurified 3-cyclopropylmethoxy-4-phenylmethoxybenzaldehyde was added directly to a 100 mL three-neck flask. Subsequently, ethyl acetate (EtOAc, 20 mL) and 10% Pd/C catalyst (136 mg, 0.13 mmol) were added. Hydrogen was introduced at room temperature and the reaction mixture was stirred for 2 h. The progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the solvent in the filtrate was removed by distillation under reduced pressure to afford a light yellow oily liquid 3-cyclopropylmethoxy-4-hydroxybenzaldehyde (Z-5, 1.69 g, 92% yield).

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Yield:25934-52-5 92%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in ethyl acetate at 20; for 2 h;

Steps:

Intermediate 3-cyclopropylmethoxy-4-hydroxybenzaldehyde Synthesis:

The resulting 3-cyclopropylmethoxy-methoxy-4-benzyloxy-benzaldehyde was used without purification directly into 100ml three-necked flask. Followed by addition of ethyl acetate (EtOAc, 20ml) and 10% Pd / C (136mg, 0.13mmol), introducing hydrogen at room temperature the reaction was stirred for 2h, thin layer chromatography (TLC) detecting progress of the reaction, the reaction was complete, the reaction mixture The filtrate solvent was removed at reduced pressure as a pale yellow oily liquid 3- cyclopropylmethoxy-4-hydroxybenzaldehyde (z-5,1.69g, 92% yield).

References:

CN105523954,2016,A Location in patent:Paragraph 0025

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