METHYL 7-HYDROXY-2-NAPHTHOATE synthesis
- Product Name:METHYL 7-HYDROXY-2-NAPHTHOATE
- CAS Number:95901-05-6
- Molecular formula:C12H10O3
- Molecular Weight:202.21
67-56-1
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Yield:-
Reaction Conditions:
with triethylamine;1,1'-bis-(diphenylphosphino)ferrocene;palladium diacetate in dimethyl sulfoxide at 80; under 5171.62 Torr; for 4 h;
Steps:
6.B
B. 7-Hydroxynaphthalene-2-carboxylic acid methyl ester Treat a mixture containing trifluoromethanesulfonic acid; 7-( 1 -ethyl- 1- hydroxypropyl)naphthalen-2-yl ester (0.41 g, 14.1 mmol), Pd(O Ac)2 (0.30 g, 1.38 mmol), t?-(diphenylphosphino)ferrocene (0.705 g, 1.27 mmol), Et3N (10.2 mL, 73.2 mmol), in MeOH (12 mL) and DMSO (18 mL) with carbon monoxide at 100 psi at 80 0C for 4 h. Pour the reaction mixture into ether (300 mL) and wash with brine (5 x 100 mL). Add EtOAc (250 mL), wash the organic layer with brine, dry over Na2SO4, and filter. Concentrate the filtrate to give the title compound as a tan solid (2.84 g, quant). 1H NMR (400 MHz, CDCl3) δ 3.98 (s, 3H), 7.23-7.29 (m, 2H), 7.78 (t, J= 8.3 Hz, 2H), 7.88-7.90 (m, IH), 8.43 (d, J= 0.88 Hz, IH).
References:
WO2006/69153,2006,A2 Location in patent:Page/Page column 34
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