Toluene → HCID 66990315, compound

HRID 454471Notes

Reaction equation

HRID 454471 reaction equation
[OH-].[Na+].[CH2:3]([O:10][C:11]1[CH:26]=[CH:25][C:24]([C:27]2[N:32]=[CH:31][CH:30]=[CH:29][N:28]=2)=[CH:23][C:12]=1[C:13]([O:15]CC1C=CC=CC=1)=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C1(C)C=CC=CC=1>O1CCOCC1.CO>[CH2:3]([O:10][C:11]1[CH:26]=[CH:25][C:24]([C:27]2[N:28]=[CH:29][CH:30]=[CH:31][N:32]=2)=[CH:23][C:12]=1[C:13]([OH:15])=[O:14])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 3

HCID 1140TolueneHCID 14798Sodium HydroxideHCID 66990684HCID 66990684, compound

Product 1

HCID 66990315HCID 66990315, compoundYield 60.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A 2 mol/L aqueous solution of sodium hydroxide (8.6 mL) was added to a solution mixture of the obtained benzyl 2-(benzyloxy)-5-(pyrimidin-2-yl)benzoate (1.4 g) in dioxane (10 mL) and methanol (5 mL), followed by stirring at room temperature for 4 hours. Toluene was added to the reaction mixture, and the aqueous layer was separated. After adjusting the pH to 1 with 6 mol/L hydrochloric acid, the solid substance was collected by filtration to obtain 0.65 g of 2-(benzyloxy)-5-(pyrimidin-2-yl)benzoic acid as a white solid.

Workup

  1. customthe aqueous layer was separated
  2. filtrationthe solid substance was collected by filtration

Sources & evidence

ORD record
ord-0ee077c80f3e4cac90aac0ade5c0dc14
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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