Propanediol → 3-Hyroxypropyl (S)-(+)-3-benzoyl-alpha-methylbenzeneacetate

関与物質

反応手順

Compound 18 was synthesized as described above for compound 10 from (S)-(+)-3-benzoyl-α-methylbenzeneacetic acid (ketoprofen, 17) (3.8 g, 15 mmol) and propanediol (9) (5.7 g, 75 mmol). The compound was purified by flash chromatography on a silica gel column using 200:1 CH2Cl2—MeOH as the eluent to give 2.63 g (56%) of the compound 18 as a colorless oil; 1H NMR (CDCl3) δ1.54 (d, 3H), 1.82 (m, 2H), 1.82-1.82 (b, 1H, ex D2O), 3.58 (m, 2H), 3.79-3.83 (q, 1H), 4.25 (m, 2H), 7.42-7.80 (m, 9H); MS (ES) m/z 313.1 (M+H)+ (C19H21O4 requires 313.3).

情報源と証拠