Water → HCID 178526185, compound

HRID 1781639Notes

Reaction equation

HRID 1781639 reaction equation
[OH-].[Na+].C([O:5][C:6](=[S:17])[CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[CH:12]=[N:13][CH:14]=[N:15][CH:16]=1)C.O>CO>[N:13]1[CH:12]=[C:11]([CH2:10][CH2:9][CH2:8][CH2:7][C:6]([OH:5])=[S:17])[CH:16]=[N:15][CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 53681303HCID 53681303, compound

Product 1

HCID 178526185HCID 178526185, compoundYield 49.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

20 ml (40 mmol) of 2N sodium hydroxide solution are added dropwise to 7.8 g (32.5 mmol) of 3-(pyrimidin-5-yl)propylthioacetic acid ethyl ester in 20 ml of methanol. The mixture is then stirred for 16 hours at room temperature; a small amount of water is added and the mixture is extracted with dichloromethane, dried over sodium sulfate and filtered with suction and the filtrate is concentrated. 3.13 g (46% of theory) of 3-(pyrimidin-5-yl)propyl-thioacetic acid are obtained in the form of a brown oil.

Workup

  1. extractionthe mixture is extracted with dichloromethane
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered with suction
  4. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-4b799df316274d97aff941b29aa982ef
Source dataset
uspto-grants-1997_05
Patent number
US05633379

Reaction notes

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