3-(3-METHOXY-PHENYL)-PROPIONALDEHYDE synthesis
- Product Name:3-(3-METHOXY-PHENYL)-PROPIONALDEHYDE
- CAS Number:40138-66-7
- Molecular formula:C10H12O2
- Molecular Weight:164.2
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40138-66-7
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Yield: 64%
Reaction Conditions:
with N-benzyl-N,N,N-triethylammonium chloride;palladium diacetate;sodium hydrogencarbonate in N,N-dimethyl-formamide at 40; for 12 h;
Steps:
3-(3-Methoxyphenyl)propanal (1e)
To a solution of 3-iodoanisole (1.02 mL, 8.55 mmol) in DMF (15 mL) were addedtriethylbenzylammonium chloride (1.95 g, 8.55 mmol), NaHCO3 (1.44 g, 17.09 mmol), allylalcohol (1.16mL, 17.09 mmol), and Pd(OAc)2 (460 mg , 2.05 mmol). The reaction mixture was stirred at 40°C for 12 h.After cooling to the room temperature, the mixture was poured into ice-water, extracted with DCM. Thecombined organic layers were washed with brine, dried (Na2SO4) and evaporated to give the crude, whichwas purified by column chromatography using Hex/Ethyl acetate (8/1) to afford the compound 1e (904 mg,64 % yield):
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
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40138-66-7
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