Reaktion #732219

ord-163241346db3481098002056bd4dc8fe

Reaktionsgleichung

Oc1ccc2c(c1)OCO2
1,3-benzodioxol-5-ol
CCCCCN1C(=O)C(=O)c2c(Br)cccc21
4-bromo-1-pentyl-1H-indole-2,3-dione
COc1cc(O)ccc1Br
4-bromo-3-methoxyphenol
CCCCCN1C(=O)C(=O)c2ccccc21
1-pentyl-1H-indole-2,3-dione
CCCCCN1C(=O)C(O)(c2cc(Br)c(OC)cc2O)c2ccccc21
title compound
CCCCCN1C(=O)C(O)(c2cc(Br)c(OC)cc2O)c2ccccc21
3-(5-bromo-2-hydroxy-4-methoxyphenyl)-3-hydroxy-1-pentyl-1,3-dihydro-2H-indol-2-one

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Following the procedure as described in PREPARATION 1C, and making non-critical variations to replace 4-bromo-1-pentyl-1H-indole-2,3-dione with 1-pentyl-1H-indole-2,3-dione, and 1,3-benzodioxol-5-ol with 4-bromo-3-methoxyphenol, the title compound was obtained (48%): 1H NMR (300 MHz, CDCl3) δ 9.85 (s, 1H), 7.52-7.38 (m, 2H), 7.22 (td, 1H), 6.94 (d, 1H), 6.89 (s, 1H), 6.63 (s, 1H), 4.13-4.03 (br, 1H), 3.86 (s, 3H), 3.80-3.57 (m, 2H), 1.75-1.63 (m, 2H), 1.40-1.25 (m, 4H), 0.88 (t, 3H); MS (ES+) m/z 402 (M−17), 404 (M−17), 442 (M+23), 444 (M+23).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07700641B2uspto-grants-2010_04