methyl 3-(4-ethynylphenyl)propanoate synthesis

3synthesis methods

Product Name:methyl 3-(4-ethynylphenyl)propanoate
CAS Number:1068471-18-0
Molecular formula:C12H12O2
Molecular Weight:188.22

Methyl 3-[4-[(Trimethylsilyl)ethynyl]phenyl]propanoate

1082059-14-0
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1068471-18-0
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Yield:1068471-18-0 243 mg

Reaction Conditions:

with potassium carbonate in methanol at 20;

Steps:

Methyl 3-(4-ethynylphenyl)propanoate (1c)

Crude methyl 3-(4-((trimethylsilyl)ethynyl)phenyl)propanoate (1b) (740mg) andpotassium carbonate 780 mg were added to 10 ml of methanol and stirred at roomtemperature until all the starting material was consumed, as was monitored by TLC.After water was added to the solution, the aqueous phase was extracted three times withethyl acetate. The combined organic layers were dried with magnesium sulfate andevaporated under reduced pressure. The residue was purified by columnchromatography (hexane : ethyl acetate=5:1(v/v)) to yield the product (243 mg, 31%over 2 steps); 1H-NMR (400 MHz, CDCl3, ): 7.40 (d, 2H), 7.14 (d, 2 H), 3.64 (s, 3H),3.06 (s, 1H) 2.90 (t, 2H), 2.61 (t, 2H)

References:

Ebara, Yasuhito;Hayashi, Tenko;Hori, Sakiko;Kaihatsu, Kunihiro;Kato, Nobuo;Ogata, Katsuya;Okazaki, Miku;Sawada, Shinjiro;Takagi, Kenji [Molecules,2020,vol. 25,# 4] Location in patent:supporting information

75567-84-9 Synthesis

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References

1643-30-7 Synthesis

1643-30-7
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$6.00/1g

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References