tert-Butyl methyl ether → 3-Methyl-5-[4,4,4-trifluoro-3-hydroxy-3-(3,4,5-trichloro-phenyl)-butyryl]-furan-2-carboxylic acid methyl ester

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Reaction Steps

LiH (0.41 g) is added to a solution of 2,2,2-trifluoro-1-(3,4,5-trichloro-phenyl)-ethanone (6.76 g) and 5-acetyl-3-methyl-furan-2-carboxylic acid methyl ester (4.46 g) in THF (50 ml). After 3 hours at 60° C. methyl tert-butyl ether (MTBE, 20 ml) is added and the reaction mixture is poured into water (20 ml) at 0° C. The organic phase is extracted once with water and a saturated aqueous solution of NaCl, dried over MgSO4 and concentrated in vacuo to yield 11.9 g of 3-methyl-5-[4,4,4-trifluoro-3-hydroxy-3-(3,4,5-trichloro-phenyl)-butyryl]-furan-2-carboxylic acid methyl ester. The crude product is used without further purification. MS (HPLC/MS): 459 (MH+). Retention time: 2.01 min.

Provenance & Evidence