Triethylsilane → HCID 53648849, compound

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Reaction Steps

1H-NMR (250 MHz, CDCl3): δ 0.18 (s, 6H); 0.80 (d, 6H); 0.85 (s, 6H); 1.60 (m, 1H); 3.78 (s, 3H); 3.83 (s, 3H); 6.29 (d, 1H); 10.07 (d, 1H) ppm. (b) To a solution of 1.3 g of 2-fluoro-6-formyl-3-methoxy-5-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-benzoic acid methyl ester in 4 ml of trifluoroacetic acid, cooled to 0° C., was added over 10 min a solution of 0.6 g of triethylsilane in 4 ml of dichloromethane. The solution was kept at 0° C. for 18 h and then evaporated in vacuo. The residue was taken up in ethyl acetate and the solution was successively washed with water, saturated sodium carbonate solution and brine, and dried over sodium sulfate. The solvent was evaporated in vacuo and the residue was chromatographed on silica gel using ethyl acetate/hexane (1:3, v/v) as eluent to yield 1.1 g of 2-fluoro-3-methoxy-6-methyl-5-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-benzoic acid methyl ester as colorless oil.

Provenance & Evidence