Réaction #55154

ord-b46e15a44c7d4b3e9dc0349e9204fa3c

Équation de réaction

COC(=O)c1ncoc1Cc1ccccc1
Methyl 5-benzyl-4-oxazolecarboxylate
[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminium hydride
→
OCc1ncoc1Cc1ccccc1
5-benzyl-4-hydroxymethyloxazole

Réactifs

COC(=O)c1ncoc1Cc1ccccc1
Methyl 5-benzyl-4-oxazolecarboxylate
[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminium hydride

Réactifs

Aucun

Solvants

C1CCOC1
tetrahydrofuran

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Methyl 5-benzyl-4-oxazolecarboxylate is reduced with lithium aluminium hydride in tetrahydrofuran to give 5-benzyl-4-hydroxymethyloxazole, which on reaction with thionyl chloride is converted to 5-benzyl-4-chloromethyloxazole.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04151288uspto-grants-1979_04