Ethanol → HCID 23324669, compound

HRID 1380831Notes

Reaction equation

HRID 1380831 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH:8]([CH3:10])[CH3:9])[N:5]=[C:4]([CH2:11][Cl:12])[CH:3]=1.[Na].[CH2:14]([OH:16])[CH3:15]>C(OCC)C>[CH2:14]([O:16][C:2]1[N:7]=[C:6]([CH:8]([CH3:10])[CH3:9])[N:5]=[C:4]([CH2:11][Cl:12])[CH:3]=1)[CH3:15]

Participants

5

Reactant 3

HCID 702Ethanol2×HCID 5360545SodiumHCID 23324650HCID 23324650, compound

Product 1

HCID 23324669HCID 23324669, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 9.6 g (0.047 mol) of 6-chloro-4-chloromethyl-2-isopropyl-pyrimidine (see Example 61) in 40 ml of absolute ethanol is treated dropwise during 3 hours at 0° C. with a solution of 1.24 g (0.054 mol) of sodium in ethanol and the mixture is stirred at 0° C. for 3 hours and then at room temperature for 16 hours. The mixture is then taken up in diethyl ether and the solution is washed neutral with sodium chloride solution, dried over anhydrous sodium sulphate and freed from solvent under reduced pressure. After distillation of the oily residue in a high vacuum there is obtained 6-ethoxy-4-chloromethyl-2-isopropyl-pyrimidine, b.p. 52° C./0.07 mmHg, nD21 1.4955.

Workup

  1. waitat room temperature for 16 hours
  2. washthe solution is washed neutral with sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulphate
  4. distillationAfter distillation of the oily residue in a high vacuum

Sources & evidence

ORD record
ord-0b5d4ce725c249638d80f0bc1fde154d
Source dataset
uspto-grants-1986_04
Patent number
US04584295

Reaction notes

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