ChemicalBook CAS DataBase List 2-ETHOXY-3-METHYLPYRAZINE

2-ETHOXY-3-METHYLPYRAZINE synthesis

13synthesis methods

Product Name:2-ETHOXY-3-METHYLPYRAZINE
CAS Number:20920-83-6
Molecular formula:C9H12O2
Molecular Weight:152.19

64-17-5 Synthesis

64-17-5
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90-02-8 Synthesis

90-02-8
453 suppliers
$9.00/1g

20920-83-6
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Yield:20920-83-6 73%

Reaction Conditions:

with acetic acid;zinc at 150; for 0.25 h;Microwave irradiation;Temperature;Reagent/catalyst;Solvent;

Steps:

II. Formation of compounds 4, 6, 7, and 10

General procedure: General procedure In a 10 mL adapted microwave vial with Teflon cap and stirring bar were placed salicylaldehyde (373 mg, 3 mmol), zinc (981 mg, 15 mmol, 5 equiv.) in a 6 mL mixture of ROH/AcOH : 9/1 (v/v) where ROH corresponds to ethanol (for compound 4), butan-1-ol (for compound 6), or hexan-1-ol (for compound 7). Then the mixture was placed in a microwave apparatus for 15 min. at 150°C. Then the solvent was removed under reduced pressure, and the crude material was directly purified by flash column chromatography using the gradient cyclohexane/EtOAc 100/0 to 95/05. Compound 4 was obtained as colorless oil (333 mg, 73%) with analyses consistent with the literature.^[2] ¹H NMR (400 MHz, CDCl₃) : δ (ppm) 7.74 (1H, s, OH) ; 7.21 (1H, t, J=7.8 Hz, CH) ; 7.01 (1H, d, J=7.8 Hz, CH) ; 6.90 (1H, d, J=8.1 Hz, CH) ; 6.84 (1H, t, J=7.5 Hz, CH) ; 4.72 (2H, s, CH₂O) ; 3.62 (2H, q, J=7.1 Hz, OCH₂) ; 1.28 (3H, t, J=7.1 Hz, CH₃). ¹³C RMN (100 MHz, CDCl₃) : δ (ppm) 156.4 ; 129.5 ; 128.1 ; 122.4 ; 119.9 ; 116.6 ; 72.4 ; 66.4 ; 15.2.

References:

Franche, Antoine;Imbs, Claire;Fayeulle, Antoine;Merlier, Franck;Billamboz, Muriel;Léonard, Estelle [Chinese Chemical Letters,2020,vol. 31,# 3,p. 706 - 710] Location in patent:supporting information

64-17-5 Synthesis

64-17-5
715 suppliers
$10.00/50g

89-95-2 Synthesis