ChemicalBook CAS DataBase List 3-(2-METHOXY-PHENYL)-PROPIONALDEHYDE

3-(2-METHOXY-PHENYL)-PROPIONALDEHYDE synthesis

13synthesis methods

Product Name:3-(2-METHOXY-PHENYL)-PROPIONALDEHYDE
CAS Number:33538-83-9
Molecular formula:C10H12O2
Molecular Weight:164.2

1504-74-1

33538-83-9

The general procedure for the synthesis of 3-(2-methoxyphenyl)propionaldehyde from 2'-methoxycinnamaldehyde was as follows: a suspension of 2'-methoxycinnamaldehyde (1.00 g, 6.17 mmol) with Pd/C (131 mg, 0.20 mmol) in methanol (12 mL) was stirred and reacted for 2 h at room temperature. Upon completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad and washed with dichloromethane. After combining the filtrates, the solvent was removed by concentration under reduced pressure. The resulting residue was purified by column chromatography (eluent: hexane/ethyl acetate, 3/1, v/v) to afford the target product 3-(2-methoxyphenyl)propionaldehyde.

1504-74-1 Synthesis

1504-74-1
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$7.00/100mg

33538-83-9
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$75.00/100mg

Yield: 54%

Reaction Conditions:

with palladium on activated charcoal in methanol at 20; for 2 h;

Steps:

3-(2-Methoxyphenyl)propanal
The suspension of 2-methoxycinnamaldehyde (1.00 g, 6.17 mmol) and Pd/C (131 mg, 0.20 mmol) werestirred in MeOH (12 mL) at room temperature for 2 h. The reaction mixture was filtered on celite with dichloromethane. The mixture solvent was evaporated under reduced pressure, and the residue was purifiedby column chromatography with hexane/ethyl acetate (3/1, v/v) to obtain 3-(2-methoxyphenyl)propanal.

References:

Lee, Ju-Hyeon;Shin, Sang Chul;Seo, Seon Hee;Seo, Young Ho;Jeong, Nakcheol;Kim, Chan-Wha;Kim, Eunice EunKyeong;Keum, Gyochang [Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,# 2,p. 237 - 241] Location in patent:supporting information