(S)-(+)-Glycidyl-4-nitrobenzoate → (s)-3-(4-Glycidyloxybenzo(b)furan-2-yl)-5-methyl-1,2,4-oxadiazole

HRID 2085140Notes

Reaction equation

HRID 2085140 reaction equation
[OH:1][C:2]1[C:10]2[CH:9]=[C:8]([C:11]3[N:15]=[C:14]([CH3:16])[O:13][N:12]=3)[O:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.S(C1C=CC([N+]([O-])=O)=CC=1)(O[CH2:21][C@H:22]1[O:24][CH2:23]1)(=O)=O>>[CH2:21]([O:1][C:2]1[C:10]2[CH:9]=[C:8]([C:11]3[N:15]=[C:14]([CH3:16])[O:13][N:12]=3)[O:7][C:6]=2[CH:5]=[CH:4][CH:3]=1)[C@H:22]1[O:24][CH2:23]1

Participants

3

Reactant 2

HCID 10868995(S)-(+)-Glycidyl-4-nitrobenzoateHCID 1357943063-(4-Hydroxybenzo(b)furan-2-yl)-5-methyl-1,2,4-oxadiazole

Product 1

HCID 60078008(s)-3-(4-Glycidyloxybenzo(b)furan-2-yl)-5-methyl-1,2,4-oxadiazoleYield 47.6%

Procedure

By the reactions in the same manner as in Starting Material Synthesis Example 1 using 3-(4-hydroxybenzo(b)furan-2-yl)-5-methyl-1,2,4-oxadiazole (0.75 g) and (S)-glycidyl nosylate (0.93 g), the title compound (0.45 g) was obtained as white crystals.

Sources & evidence

ORD record
ord-57f1574f7c6c43ba946a56c75c68f0e4
Source dataset
uspto-grants-2004_04
Patent number
US06720320B2

Reaction notes

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