Thionyl Chloride → HCID 14718736, compound

HRID 1088304Notes

Reaction equation

HRID 1088304 reaction equation
[CH3:1][C:2]([CH3:16])([CH3:15])[CH:3]([C:5]1[CH:6]=[N:7][C:8]([C:11]([CH3:14])([CH3:13])[CH3:12])=[N:9][CH:10]=1)O.S(Cl)([Cl:19])=O>>[Cl:19][CH:3]([C:5]1[CH:6]=[N:7][C:8]([C:11]([CH3:14])([CH3:13])[CH3:12])=[N:9][CH:10]=1)[C:2]([CH3:16])([CH3:15])[CH3:1]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 14718733HCID 14718733, compound

Product 1

HCID 14718736HCID 14718736, compound

Procedure

A solution of 2,2-dimethyl-1-[2-(1,1-dimethylethyl)pyrimidin-5-yl]propan-1-ol (19.37 g) in thionyl chloride (125 cm3) was heated at the reflux temperature for 30 minutes. After cooling to the ambient temperature, the excess thionyl chloride was removed by evaporation under reduced pressure, and the residue dissolved in dichloromethane and washed with aqueous sodium bicarbonate solution. After drying over anhydrous magnesium sulphate, concentration of the organic solution by evaporation of the solvent under reduced pressure gave 1-chloro-2,2-dimethyl-1-[2-(1,1-dimethylethyl)pyrimidin-5-yl]propane (20.95 g).

Workup

  1. customthe excess thionyl chloride was removed by evaporation under reduced pressure
  2. dissolutionthe residue dissolved in dichloromethane
  3. washwashed with aqueous sodium bicarbonate solution
  4. dry with materialAfter drying over anhydrous magnesium sulphate, concentration of the organic solution by evaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-56a2d85ae4cb4911b0b97f3133f20c31
Source dataset
uspto-grants-1990_10
Patent number
US04962109

Reaction notes

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