4-Bromoanisole → 2-(4-Methoxyphenyl)-1,3-oxazole

HRID 1909783Notes

Reaction equation

HRID 1909783 reaction equation
[O:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.Br[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1>>[CH3:14][O:13][C:10]1[CH:11]=[CH:12][C:7]([C:2]2[O:1][CH:5]=[CH:4][N:3]=2)=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 77304-BromoanisoleHCID 9255Oxazole

Product 1

HCID 149317732-(4-Methoxyphenyl)-1,3-oxazoleYield 33%

Procedure

The title compound (0.16 g, 33%) was prepared from oxazole (0.74 g, 10.7 mmol) and 4-bromoanisole (2.0 g, 10.7 mmol) using the procedure of Example 146, step 1; 1HNMR (400 MHz, CDCl3) δ 8.0 (d, J=9.2 Hz, 2H), 7.66 (d, J=1.2 Hz, 1H), 7.19 (d, J=0.8 Hz, 1H), 6.97 (d, J=8.8 Hz, 2H), 3.87 (s, 3H).

Sources & evidence

ORD record
ord-9a4806819a2d49fc976e92b998917f8b
Source dataset
uspto-grants-2013_12
Patent number
US08598359B2

Reaction notes

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