6-METHOXY-1-OXO-1,2,3,4-TETRAHYDRONAPHTHALEN-2-YL)ACETIC ACID synthesis

7synthesis methods

Product Name:6-METHOXY-1-OXO-1,2,3,4-TETRAHYDRONAPHTHALEN-2-YL)ACETIC ACID
CAS Number:17529-16-7
Molecular formula:C13H14O4
Molecular Weight:234.25

2-(6-Methoxy-1-oxo-3,4-dihydronaphthalen-2(1H)-ylidene)acetic acid

13587-70-7
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6-METHOXY-1-OXO-1,2,3,4-TETRAHYDRONAPHTHALEN-2-YL)ACETIC ACID

17529-16-7
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Yield:17529-16-7 95%

Reaction Conditions:

with acetic acid;zinc in water at 80; for 2 h;

Steps:

79

10560] Zinc (19.6 g, 300 mmol) was added to a solution of product of Example 79A (28 g, 120 mmol) in acetic acid- water mixture (224 mE+84 mE), and the mixture was stirred at 80° C. for 2 h. The reaction mixture was then filtered over celite bed, and the organic layer was removed under reduced pressure. Water (50 mE) was added to the residue. The resulting solids were collected by filtration and dried under vacuum to afford title compound (27 g, 95%) as solid. ‘H NMR (400 MHz, DMSO-d5): ? 12.2 (bs, 1H), 7.8 (d, J=8.4 Hz, 1H), 6.9 (m,2H),3.8(s,3H),3.1 (m, 1H),3.0-2.8 (m, 2H), 2.7 (m, 1H), 2.4 (m, 1H), 2.2 (m, 1H), 1.9 (m, 1H).

References:

US2015/307445,2015,A1 Location in patent:Paragraph 0555; 0559; 0560