Methane → HCID 18979593, compound

HRID 2392590Notes

Reaction equation

HRID 2392590 reaction equation
C([O:8][C:9]1[CH:10]=[N:11][C:12]([C:15]2[CH:22]=[CH:21][C:18]([CH:19]=[O:20])=[CH:17][CH:16]=2)=[N:13][CH:14]=1)C1C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+].C.[H][H]>[Pd].C(OCC)(=O)C>[OH:8][C:9]1[CH:14]=[N:13][C:12]([C:15]2[CH:16]=[CH:17][C:18]([CH:19]=[O:20])=[CH:21][CH:22]=2)=[N:11][CH:10]=1

Participants

7

Reactant 4

HCID 297MethaneHCID 10340Sodium CarbonateHCID 18979452HCID 18979452, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18979593HCID 18979593, compoundYield 88.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 10.0 g of 4-(5-benzyloxypyrimidin-2-yl)benzaldehyde, 0.2 g of sodium carbonate and 250 ml of ethyl acetate was treated with 1.0 g of palladium on active charcoal (10%) and hydrogenated at normal pressure and room temperature until the hydrogen uptake came to a standstill. The inorganic material was filtered off over Sillit and the filtrate was concentrated. Recrystallization of the crude product from hexane gave 6.1 g of pure 4-(5-hydroxypyrimidin-2-yl)benzaldehyde.

Workup

  1. filtrationThe inorganic material was filtered off over Sillit
  2. concentrationthe filtrate was concentrated
  3. customRecrystallization of the crude product from hexane

Sources & evidence

ORD record
ord-bd19e2749b5b4a2da1d61fbca89f5d7c
Source dataset
uspto-grants-1998_09
Patent number
US05800733

Reaction notes

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