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ChemicalBook CAS DataBase List METHYL 5-HYDROXY-1-NAPHTHOATE
91307-40-3

METHYL 5-HYDROXY-1-NAPHTHOATE synthesis

5synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 5 steps
1.1: 65 percent / aq. HCl; NaNO2; NaI / 3 h / 0 °C
2.1: NaH / tetrahydrofuran / 0.25 h
2.2: 98 percent / tetrahydrofuran / 16 h
3.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
3.2: 79 percent / tetrahydrofuran; hexane / 0.08 h / -78 °C
4.1: 93 percent / BBr3 / CH2Cl2 / 16 h / 20 °C
5.1: 66 percent / CH2Cl2; diethyl ether

References:

O'Meara, Jeff A.;Yoakim, Christiane;Bonneau, Pierre R.;B?s, Michael;Cordingley, Michael G.;Déziel, Robert;Doyon, Louise;Duan, Jianmin;Garneau, Michel;Guse, Ingrid;Landry, Serge;Malenfant, Eric;Naud, Julie;Ogilvie, William W.;Thavonekham, Bounkham;Simoneau, Bruno [Journal of Medicinal Chemistry,2005,vol. 48,# 17,p. 5580 - 5588]

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