Potassium Carbonate → (s)-4-Glycidyloxy-2-(5-methyloxazol-2-yl)benzo(b)thiophene

HRID 2085187Notes

Reaction equation

[OH:1][C:2]1[C:10]2[CH:9]=[C:8]([C:11]3[O:12][C:13]([CH3:16])=[CH:14][N:15]=3)[S: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:12][C:13]([CH3:16])=[CH:14][N:15]=3)[S: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 1357943114-Hydroxy-2-(5-methyloxazol-2-yl)benzo(b)thiophene

Product 1

HCID 60078115(s)-4-Glycidyloxy-2-(5-methyloxazol-2-yl)benzo(b)thiophene

Procedure

By the reactions in the same manner as in Starting Material Synthesis Example 1 using 4-hydroxy-2-(5-methyloxazol-2-yl)benzo(b)thiophene (2.20 g), (S)-glycidyl nosylate (2.38 g) and potassium carbonate (3.18 g), a crude product of the title compound was quantitatively obtained as pale-yellow crystals.

Sources & evidence

ORD record: ord-8f3c8f4de3c1468a82b757fee3f020a0
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06720320B2

Reaction notes

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