Water → 5-Bromo-2,4-bis(1,1-dimethylethoxy)pyrimidine

HRID 1531912Notes

Reaction equation

HRID 1531912 reaction equation
[CH3:1][C:2]([CH3:5])([O-:4])[CH3:3].[K+].[Br:7][C:8]1[C:9](Cl)=[N:10][C:11](Cl)=[N:12][CH:13]=1.[OH2:16]>O1CCCC1>[Br:7][C:8]1[C:9]([O:16][C:2]([CH3:5])([CH3:3])[CH3:1])=[N:10][C:11]([O:4][C:2]([CH3:5])([CH3:3])[CH3:1])=[N:12][CH:13]=1

Participants

5

Reactant 3

HCID 962WaterHCID 2899735-Bromo-2,4-dichloropyrimidineHCID 23665647Potassium tert-butoxide

Product 1

HCID 8188515-Bromo-2,4-bis(1,1-dimethylethoxy)pyrimidine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of potassium tert-butoxide (67.5 g) in tetrahydrofuran (500 ml) was added dropwise a solution of 5-bromo-2,4-dichloropyrimidine (55 g) (J.Am.Chem.Soc. 1934, 56, 134) in tetrahydrofuran (100 ml). After 1.5 hours, water (100 ml) was added carefully and the mixture extracted with ethyl acetate. The combined extract was washed with water, dried (MgSO4) and evaporated under reduced pressure. Purification was by chromtography eluting with isohexane. Yield 52.4 g.

Workup

  1. extractionthe mixture extracted with ethyl acetate
  2. extractionThe combined extract
  3. washwas washed with water
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure
  6. customPurification
  7. washeluting with isohexane

Sources & evidence

ORD record
ord-976cf5f5119c4c2e99bf2efb3887bf35
Source dataset
uspto-grants-2001_03
Patent number
US06200981B1

Reaction notes

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