Reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:12]=[N:13][O:14][C:15]=2[CH3:16])=[O:10])=[CH:4][CH:3]=1.[I:17][CH2:18][CH2:19][CH2:20]I.C(=O)([O-])[O-].[K+].[K+]>>[I:17][CH2:18][CH2:19][CH2:20][O:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:12]=[N:13][O:14][C:15]=2[CH3:16])=[O:10])=[CH:4][CH:3]=1Participants
4
Procedure
6.5 g (0.03 mol) of 5-methylisoxazole-4-carboxylic acid (4-hydroxyphenyl)amide are dissolved in 57 ml (0.5 mol) of 1,3-diiodopropane and 26.2 g (0.19 mol) of finely ground potassium carbonate are added with intensive stirring. The reaction is complete after approximately 4 h. Working up is carried out by means of filtration, concentration and chromatography on silica gel by means of ethyl acetate/petroleum ether 1:1 with addition of 1% glacial acetic acid. The yield of the process was 6.7 g.
Workup
- filtrationWorking up is carried out by means of filtration, concentration and chromatography on silica gel by means of ethyl acetate/petroleum ether 1:1 with addition of 1% glacial acetic acid
Sources & evidence
- ORD record
- ord-5e2b4484594241b88abc525754992300
- Source dataset
- uspto-grants-2001_07
- Patent number
- US06265588B1
Linked notes
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