1-(4-Methyloxazol-5-yl)ethanone → 1-(2-Furyl)-1-(4-methyl-5-oxazolyl)ethanol

HRID 2822Notes

Reaction equation

HRID 2822 reaction equation
[C:1]([C:4]1[O:8][CH:7]=[N:6][C:5]=1[CH3:9])(=[O:3])[CH3:2].[Li][C:11]1[O:12][CH:13]=[CH:14][CH:15]=1>C(OCC)C>[O:12]1[CH:13]=[CH:14][CH:15]=[C:11]1[C:1]([C:4]1[O:8][CH:7]=[N:6][C:5]=1[CH3:9])([OH:3])[CH3:2]

Participants

4

Reactant 2

HCID 110298391-(4-Methyloxazol-5-yl)ethanoneHCID 178418296HCID 178418296, compound

Product 1

HCID 189363321-(2-Furyl)-1-(4-methyl-5-oxazolyl)ethanol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

5-Acetyl-4-methyloxazole (4 g) in dry diethylether was added dropwise to a stirred solution of 2-lithiofuran (1 equivalent) in diethylether at -20° C. The mixture was allowed to warm to room temperature and was then left overnight. Work-up and flash chromatography then gave the title compound as a white solid, m.p. 73°-75° C.

Sources & evidence

ORD record
ord-3a2eac6693d1472983219b852d6d0ec0
Source dataset
uspto-grants-1998_03
Patent number
US05731335

Reaction notes

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