Ethyl 2-(2-ethyl-6-hydroxy-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetate synthesis

6synthesis methods

Product Name:Ethyl 2-(2-ethyl-6-hydroxy-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetate
CAS Number:1414797-95-7
Molecular formula:C16H20O4
Molecular Weight:276.33

64-17-5 Synthesis

64-17-5
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2-(2-Ethyl-6-hydroxy-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetic acid

1414797-94-6
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Ethyl 2-(2-ethyl-6-hydroxy-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetate

1414797-95-7
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Yield:1414797-95-7 82%

Reaction Conditions:

with methanesulfonic acid at 20; for 16 h;

Steps:

116

10596] Methane sulphonic acid (6 mE) was added to a solution of product of Example 1168 (3.5 g, 14.17 mmol) in ethanol (50 mE), and the reaction mixture was stirred at room temperature for 16 h. Ethanol was removed from reaction mixture under reduced pressure, and residue was diluted with ethyl acetate and washed with brine solution. The organic layer was dried over sodium sulphate, filtered and removed under under reduced pressure to give crude product which was purified by flash chromatography using 20% ethyl acetate in pet ether to afford title compound (3.2 g, 82%) as solid. ‘H NMR (300 MHz, CDC13): ? 10.2 (s, 1H), 8.0 (d, J=8.4 Hz, 1H), 6.7 (d, J=7.4 Hz, 1H), 6.6 (s, 1H), 4.0 (m, 2H), 3.2-2.7 (m, 3H), 2.5-2.3 (m, 2H), 2.2-1.9 (m, 1H), 1.8-1.6 (m, 2H), 1.2 (t, J=7.2 Hz, 3H), 0.8 (t, J=7.6 Hz, 3H).

References:

US2015/307445,2015,A1 Location in patent:Paragraph 0590; 0595; 0596

1078-19-9 Synthesis