Sodium Hydroxide → 4-Methoxymethyl-5-methyl-6-chloropyrimidine

HRID 620164Notes

Reaction equation

HRID 620164 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[C:9]([CH3:10])=[C:8](O)[N:7]=[CH:6][N:5]=1.P(Cl)(Cl)([Cl:14])=O.[OH-].[Na+]>>[CH3:1][O:2][CH2:3][C:4]1[C:9]([CH3:10])=[C:8]([Cl:14])[N:7]=[CH:6][N:5]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 178494687HCID 178494687, compound

Product 1

HCID 143061604-Methoxymethyl-5-methyl-6-chloropyrimidine

Procedure

4-Methoxymethyl-5-methyl-6-hydroxypyrimidine (38.40 g) was stirred with phosphorus oxychloride (275 ml) at room temperature for 24 hours. The mixture was stripped, ice/water added and the pH raised to 11.5 (NaOH). The solution was extracted with chloroform, extracts dried (MgSO4) and stripped to give 4-methoxymethyl-5-methyl-6-chloropyrimidine, 38.23 g, as an oil, which solidified on cooling to 5° (m.p. 37°-38°). It was used without further purification.

Workup

  1. extractionThe solution was extracted with chloroform
  2. dry with materialextracts dried (MgSO4)

Sources & evidence

ORD record
ord-5f9026d3135742dfa600b6a8beb9b0f7
Source dataset
uspto-grants-1989_04
Patent number
US04820708

Reaction notes

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