Potassium Carbonate → (s)-4-Glycidyloxy-2-(1-methylimidazol-2-yl)benzo(b)furan

HRID 460613Notes

Reaction equation

[OH:1][C:2]1[C:10]2[CH:9]=[C:8]([C:11]3[N:12]([CH3:16])[CH:13]=[CH:14][N:15]=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[N:12]([CH3:16])[CH:13]=[CH:14][N:15]=3)[O:7][C:6]=2[CH:5]=[CH:4][CH:3]=1)[C@H:22]1[O:24][CH2:23]1

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 10868995(S)-(+)-Glycidyl-4-nitrobenzoate

HCID 1357943224-Hydroxy-2-(1-methylimidazol-2-yl)benzo(b)furan

Product 1

HCID 60077993(s)-4-Glycidyloxy-2-(1-methylimidazol-2-yl)benzo(b)furan

Procedure

By the reactions in the same manner as in Starting Material Synthesis Example 1 using 4-hydroxy-2-(1-methylimidazol-2-yl)benzo(b)furan (1.10 g), (S)-glycidyl nosylate (1.33 g) and potassium carbonate (2.13 g), a crude product of the title compound was quantitatively obtained as a pale-yellow oil.

Sources & evidence

ORD record: ord-d2847cc7f8d343c89d4e21b9bce263a1
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07196199B2

Reaction notes

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