Potassium Carbonate → (s)-5-(4-Glycidyloxybenzo(b)furan-2-yl)-3-methylisoxazole

HRID 2085174Notes

Reaction equation

HRID 2085174 reaction equation
[OH:1][C:2]1[C:10]2[CH:9]=[C:8]([C:11]3[O:15][N:14]=[C:13]([CH3:16])[CH: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.C(=O)([O-])[O-].[K+].[K+]>>[CH2:21]([O:1][C:2]1[C:10]2[CH:9]=[C:8]([C:11]3[O:15][N:14]=[C:13]([CH3:16])[CH:12]=3)[O:7][C:6]=2[CH:5]=[CH:4][CH:3]=1)[C@H:22]1[O:24][CH2:23]1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 10868995(S)-(+)-Glycidyl-4-nitrobenzoateHCID 135794328HCID 135794328, compound

Product 1

HCID 60077892(s)-5-(4-Glycidyloxybenzo(b)furan-2-yl)-3-methylisoxazoleYield 86.3%

Procedure

By the reactions in the same manner as in Starting Material Synthesis Example 1 using 5-(4-hydroxybenzo(b)furan-2-yl)-3-methylisoxazole (2.6 g), (S)-glycidyl nosylate (3.1 g) and potassium carbonate (5.0 g), the title compound (2.8 g) was obtained as brown crystals.

Sources & evidence

ORD record
ord-cb5e14d205f8470ba384ccf03c55ad92
Source dataset
uspto-grants-2004_04
Patent number
US06720320B2

Reaction notes

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