反应详情

温度

165 °C

Add sodium hydride (400 mg, 10 mmol) into a solution of 6-benzyloxy-2-(4-fluoro-phenyl)-naphthalen-1-ol in NMP (40 mL). Add the above alkoxide suspension into a solution of 4-fluorobenzaldehyde (2 mL, 19 mmol) in NMP (30 mL) at 165° C. Heat at 165° C. for 1 hour. Cool and add buffer solution (pH=7, 10 mL). Add diethyl ether (1 L). Separate the layers and wash the aqueous layer with diethyl ether (2×200 mL). Combine the organic layers, dry with magnesium sulfate and concentrate in vacuo. Chromatograph the residue on a biotage column eluting the material with a step gradient of methanol/dichloromethane (0 to 10%) to obtain 2.9 g (70%) of 4-[6-benzyloxy-2-(4-fluoro-phenyl)-naphthalen-1-yloxy]-benzaldehyde.

1. temperatureCool
2. customSeparate the layers
3. washwash the aqueous layer with diethyl ether (2×200 mL)
4. dry with materialCombine the organic layers, dry with magnesium sulfate
5. concentrationconcentrate in vacuo
6. washChromatograph the residue on a biotage column eluting the material with a step gradient of methanol/dichloromethane (0 to 10%)