tert-Butyl (triphenylphosphoranylidene) acetate → HCID 67412080、化合物

関与物質

反応手順

A mixture of 7-(benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-one (20.0 g, 72.1 mmol) and tert-Butyl(triphenylphosphoranylidene)acetate (136 g, 361 mmol) in THF (700 mL) was heated at reflux for 4 days. Additional and tert-Butyl(triphenylphosphoranylidene)acetate (27.1 g, 72.1 mmol) was added and stiffing at reflux was continued for an additional 24 h. The mixture was cooled to room temperature and the solvent was removed under reduced pressure. Recrystallization from hot IPA gave (E)-tert-butyl 2-(7-(benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-ylidene)acetate as a white solid. Exact mass calculated for C24H25NO3: 375.2, found: LCMS m/z=376.2, (M+H+); 1H NMR (400 MHz, CDCl3) δ ppm 1.53 (s, 9 H), 3.75 (td, J1=6.4, J2=2.4 Hz, 2 H), 4.20 (t, J=6.4 Hz, 2 H), 5.11 (s, 2 H), 6.23 (t, J=2.4 Hz, 1 H), 6.58 (s, 1 H), 6.98 (dd, J1=8.9, J2=2.3 Hz, 1 H), 7.13 (d, J=2.3 Hz, 1 H), 7.21 (d, J=8.9 Hz, 1 H), 7.33 (m, 1 H), 7.39 (m, 2 H), 7.48 (m, 2 H).

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