(+-)-Pantolactone → HCID 15070665, compound

HRID 1073027Notes

Reaction equation

HRID 1073027 reaction equation
[OH:1][CH:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][O:5][C:3]1=[O:4].[CH3:10][O:11][C:12]1[CH:17]=[C:16]([O:18][CH3:19])[N:15]=[C:14](S(C)(=O)=O)[N:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:10][O:11][C:12]1[CH:17]=[C:16]([O:18][CH3:19])[N:15]=[C:14]([O:1][CH:2]2[C:7]([CH3:9])([CH3:8])[CH2:6][O:5][C:3]2=[O:4])[N:13]=1

Participants

5

Reactant 3

HCID 989(+-)-PantolactoneHCID 11430Potassium CarbonateHCID 8383634,6-Dimethoxy-2-(methylsulfonyl)pyrimidine

Product 1

HCID 15070665HCID 15070665, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

13.0 g of 2-hydroxy-3,3-dimethyl-γ-butyrolactone and 24.0 g of 4,6-dimethoxy-2-methylsulfonylpyrimidine were mixed in 80 ml of N,N-dimethylformamide in the presence of 27.6 g of potassium carbonate at a temperature of from 90° to 100° C. for 3 hours. The reaction solution was cooled to room temperature, then, poured into ice water and extracted with ethyl ether. The extract was washed twice with water and dried over anhydrous magnesium sulfate. The desiccating agent was removed by filtration and then the filtrate was concentrated to obtain 26.0 g of the desired product.

Workup

  1. extractionextracted with ethyl ether
  2. washThe extract was washed twice with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe desiccating agent was removed by filtration
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-16e5b29a60bf4a8486fd62ed8dcb1128
Source dataset
uspto-grants-1990_11
Patent number
US04968340

Reaction notes

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