HCID 13290642, compound → 5-Benzyl-4-hydroxymethyloxazole

HRID 1605353Notes

Reaction equation

HRID 1605353 reaction equation
[CH2:1]([C:8]1[O:12][CH:11]=[N:10][C:9]=1[C:13](OC)=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH2:1]([C:8]1[O:12][CH:11]=[N:10][C:9]=1[CH2:13][OH:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 13290642HCID 13290642, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 205576065-Benzyl-4-hydroxymethyloxazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

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

Sources & evidence

ORD record
ord-fb03517770fe40ea94a964504207a736
Source dataset
uspto-grants-1976_04
Patent number
US03950333

Reaction notes

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