C1COCC1.[Cl:6][CH:7]([Si](C)(C)C)[Cl:8].Cl.CO.[F:16][C:17]([F:28])([F:27])[O:18][C:19]1[CH:20]=[C:21]([CH:24]=[CH:25][CH:26]=1)[CH:22]=[O:23]>C(OCC)C.O>[Cl:6][CH:7]([Cl:8])[CH:22]([C:21]1[CH:24]=[CH:25][CH:26]=[C:19]([O:18][C:17]([F:16])([F:27])[F:28])[CH:20]=1)[OH:23]
The title compound was prepared as outlined in JACS, 1985, 107, 4085-4087 as follows. A 1.0M THF solution of 19-2 (0.19 g, 1.0 mmol) was added to a THF solution (2 mL) of (dichloromethyl) trimethylsilane 19-6 (0.188 g, 1.2 mmol) and 19-5 (0.9 g, 0.25 mmol) and stirred at room temperature for 18 hours. The reaction was then treated with 300 μL (0.3 mmol) of 1N HCl/MeOH for 20 minutes and diluted with ethyl ether and water. The ether was removed, dried with sodium sulfate, filtered and evaporated to afford a 4:1 mixture of 19-7 and 3-(trifluoromethoxy)benzaldehyde. This was used without further purification.
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