Thionyl Chloride → HCID 14718736, compound

HRID 1085703Notes

Reaction equation

HRID 1085703 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-b2547492e5bf4cbabe0addbb7b12c446
Source dataset
uspto-grants-1991_04
Patent number
US05010200

Reaction notes

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