Benzoyl chloride → 3-Benzoyloxy-5-methylisoxazole

HRID 1390042

Reaction equation

HRID 1390042 reaction equation
[OH:1][C:2]1[CH:6]=[C:5]([CH3:7])[O:4][N:3]=1.[C:8](Cl)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C(N(CC)CC)C>[C:8]([O:1][C:2]1[CH:6]=[C:5]([CH3:7])[O:4][N:3]=1)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 24781Hymexazol

Product 1

HCID 124150073-Benzoyloxy-5-methylisoxazole

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

3-Hydroxy-5-methylisoxazole was reacted with benzoyl chloride in the presence of triethylamine to give 3-benzoyloxy-5-methylisoxazole, which was then reacted with N-bromosuccinimide, to give 3-benzoyloxy-5-bromomethylisoxazole. This was reacted with disodium thioglycolate to give 3-hydroxyisoxazol-5-ylmethylthioacetic acid, which was treated with diphenyldiazomethane to give the benzhydryl ester.

Sources & evidence

ORD record
ord-784b205c021847b0b97909951156c164
Source dataset
uspto-grants-1981_01
Patent number
US04247548

Linked notes

Loading…