3-Bromo-5-(1-hydroxypropyl)isoxazole → 1-(3-Bromo-1,2-oxazol-5-yl)ethan-1-one

HRID 622842Notes

Reaction equation

HRID 622842 reaction equation
COC1C=C(C(O)C)ON=1.[Br:11][C:12]1[CH:16]=[C:15]([CH:17]([OH:20])[CH2:18]C)[O:14][N:13]=1.BrC1C=C(C(O)CCC)ON=1>>[Br:11][C:12]1[CH:16]=[C:15]([C:17](=[O:20])[CH3:18])[O:14][N:13]=1

Participants

4

Reactant 3

HCID 138020893-Bromo-5-(1-hydroxypropyl)isoxazoleHCID 138020903-Bromo-5-(1-hydroxybutyl)-isoxazoleHCID 212922791-(3-Methoxyisoxazol-5-YL)ethan-1-OL

Product 1

HCID 136269711-(3-Bromo-1,2-oxazol-5-yl)ethan-1-one

Procedure

In a similar manner 3-methoxy-5-(1-hydroxyethyl)-isoxazole, 3-bromo-5-(1-hydroxypropyl)-isoxazole and 3-bromo-5-(1-hydroxybutyl)-isoxazole were oxidized to afford

Workup

  1. customto afford

Sources & evidence

ORD record
ord-037ecdf04a4d436b8e1f063d314741d7
Source dataset
uspto-grants-1988_09
Patent number
US04772719

Reaction notes

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