Potassium Carbonate → (s)-2-(5-Ethylthiophen-2-yl)-4-glycidyloxybenzo(b)furan

HRID 460610Notes

Reaction equation

[CH2:1]([C:3]1[S:7][C:6]([C:8]2[O:12][C:11]3[CH:13]=[CH:14][CH:15]=[C:16]([OH:17])[C:10]=3[CH:9]=2)=[CH:5][CH:4]=1)[CH3:2].S(C1C=CC([N+]([O-])=O)=CC=1)(O[CH2:22][C@H:23]1[O:25][CH2:24]1)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>>[CH2:1]([C:3]1[S:7][C:6]([C:8]2[O:12][C:11]3[CH:13]=[CH:14][CH:15]=[C:16]([O:17][CH2:22][C@H:23]4[O:25][CH2:24]4)[C:10]=3[CH:9]=2)=[CH:5][CH:4]=1)[CH3:2]

Participants

Reactant 3

HCID 11430Potassium Carbonate

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

HCID 227292262-(5-Ethylthiophen-2-yl)-4-hydroxybenzo(b)furan

Product 1

HCID 60078009(s)-2-(5-Ethylthiophen-2-yl)-4-glycidyloxybenzo(b)furan

Procedure

By the reactions in the same manner as in Starting Material Synthesis Example 1 using 2-(5-ethylthiophen-2-yl)-4-hydroxybenzo(b)furan (750 mg), (S)-glycidyl nosylate (875 mg) and potassium carbonate (1.27 g), a crude product of the title compound was quantitatively obtained as a yellow oil.

Sources & evidence

ORD record: ord-51b51b343270418599012f03e96df032
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07196199B2

Reaction notes

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