Sodium ethoxide → 2-(5-Nitro-2-ethoxyphenyl)-5-phenylbenzoxazole

HRID 722523Notes

Reaction equation

[N+:1]([C:4]1[CH:5]=[CH:6][C:7](F)=[C:8]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:15][C:13]=3[N:14]=2)[CH:9]=1)([O-:3])=[O:2].[O-:26][CH2:27][CH3:28].[Na+]>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:26][CH2:27][CH3:28])=[C:8]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:15][C:13]=3[N:14]=2)[CH:9]=1)([O-:3])=[O:2]

Participants

Reactant 2

HCID 2723922Sodium ethoxide

HCID 218843342-(2-Fluoro-5-nitrophenyl)-5-phenylbenzoxazole

Product 1

HCID 218845722-(5-Nitro-2-ethoxyphenyl)-5-phenylbenzoxazole

Procedure

Prepared by the method of Example 40a), from 2-(5-nitro-2-fluorophenyl)-5-phenylbenzoxazole (200 mg, 0.60 mmol) and sodium ethoxide (41 mg, 0.61 mmol) the subtitle compound was obtained (197 mg, 91%). 1H NMR (DMSO) δ 8.92(d, 1H), 8.51(dd, 1H), 8.18(s, 1H), 7.95(d, 1H), 7.83(d, 2H), 7.56(t, 3H), 7.47(t, 3H), 4.50(q, 2H), 1.57(t, 3H).

Sources & evidence

ORD record: ord-ef2930e60d9c4601802f454f0e231626
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

Loading…