ethyl {4-[(2'-oxo-2,3-dihydrospiro[furo[2,3-g][1,4]benzodioxine-8,3'-indol]-1'(2'H)-yl)methyl]phenoxy}acetate → {4-[(2'-oxo-2,3-dihydrospiro[furo[2,3-g][1,4]benzodioxine-8,3'-indol]-1'(2'H)-yl)methyl]phenoxy}acetic acid

Participants

Reaction Steps

Following the procedure as described in EXAMPLE 15 and making non-critical variations using ethyl {4-[(2′-oxo-2,3-dihydrospiro[furo[2,3-g][1,4]benzodioxine-8,3′-indol]-1′(2′H)-yl)methyl]phenoxy}acetate to replace ethyl {3-[(2′-oxo-5,6-dihydrospiro[benzo[1,2-b:5,4-b′]difuran-3,3′-indol]-1′(2′H)-yl)methyl]phenoxy}acetate, {4-[(2′-oxo-2,3-dihydrospiro[furo[2,3-g][1,4]benzodioxine-8,3′-indol]-1′(2′H)-yl)methyl]phenoxy}acetic acid was obtained (66%) as a colorless solid: mp 223-224° C.; 1H NMR (300 MHz, DMSO-d6) δ 13.00 (s, 1H), 7.31-7.22 (m, 3H), 7.18-7.13 (m, 1H), 7.05-6.98 (m, 2H), 6.92-6.85 (m, 2H), 6.53 (s, 1H), 6.08 (s, 1H), 4.93-4.77 (m, 3H), 4.70-4.61 (m, 3H), 4.21-4.08 (m, 4H); 13C NMR (75 MHz, DMSO-d6) δ 180.6, 176.6, 170.1, 157.0, 154.7, 144.1, 142.1, 137.8, 131.7, 128.7, 128.5, 123.6, 123.0, 121.2, 114.6, 110.9, 109.4, 98.8, 79.4, 64.4, 64.2, 63.5, 57.2, 42.4; MS (ES+) m/z 459.9 (M+1).

Provenance & Evidence