Acetic Acid → HCID 135610062, compound

HRID 1271503Notes

Reaction equation

HRID 1271503 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[N:9][C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[CH:20]1C(O)=CC=CC=1C.[OH-].[K+].CC(O)=O>C1COCC1>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[N:9][C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:12][CH:11]=2)=[C:4]([CH3:20])[CH:3]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 342M-CresolHCID 14797Potassium HydroxideHCID 135812872HCID 135812872, compound

Product 1

HCID 135610062HCID 135610062, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

For these studies, half of the diazonium salt from example 1 was added to a solution of m-cresol (0.285 g, 2.34 mmol) and KOH (0.13 g, 2 mmol) in THF. The resulting red mixture was stirred for 0.5 h and then neutralized with HOAc to give a orange solid. This solid was filtered and recrystallized from THF/Hexanes to give 0.35 g (58%) of Compound 2.

Workup

  1. customto give a orange solid
  2. filtrationThis solid was filtered
  3. customrecrystallized from THF/Hexanes

Sources & evidence

ORD record
ord-d5b2bf9ae66541e3ae804c54a1d2fc27
Source dataset
uspto-grants-2007_04
Patent number
US07205347B2

Reaction notes

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