Water → HCID 68431543, compound

Participants

Reaction Steps

To a solution of 3.2 g (13.0 mmol) of 2-benzyloxy-6-fluorobenzoic acid in 20 mL of tert-butanol/toluene (1:1) is added 2.0 g (19.8 mmol) of triethylamine followed by dropwise addition of 4.6 g (16.7 mmole) of DPPA. The solution is stirred at RT for 15 min. then at 100° C. for 18 h. The mixture is allowed to cool and then is poured into water. The mixture is extracted with ethyl acetate and the solvent from the organic phase is removed under reduced pressure. Methylene chloride is added to the residue and any insoluble material is filtered. The organic solution is passed through a pad of silica gel using methylene chloride to elute the product. The solvent is removed under reduced pressure to give the product as a white solid: mp=103-106° C.; 1H NMR (CDCl3) δ 7.43-7.32 (m, 6H), 7.13-7.06 (m, 1H), 6.78-6.73 (m, 2H), 5.10 (s, 2H), 1.48 (s, 9H).

Provenance & Evidence