Pyridine → HCID 86751189, compound

HRID 1376309Notes

Reaction equation

HRID 1376309 reaction equation
[CH3:1][O:2][C:3]([CH3:5])=[CH2:4].[C:6]1([CH3:16])[CH:11]=[CH:10][C:9](S(O)(=O)=O)=[CH:8][CH:7]=1.N1C=CC=CC=1.[O:23]1[CH2:28][CH2:27]OC[CH2:24]1>>[CH3:1][O:2][C:3]([CH3:5])([O:23][C:28]1[CH:27]=[CH:16][C:6]([CH:11]=[CH2:10])=[CH:7][CH:8]=1)[CH3:4].[CH3:1][O:2][C:3]([CH3:5])([O:23][CH:24]=[CH:16][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[CH3:4].[OH:2][C:3]1[CH:5]=[CH:16][C:6]([CH:7]=[CH2:8])=[CH:11][CH:4]=1.[CH:7]([CH:6]1[CH2:16][CH2:5][CH:3]([OH:2])[CH2:4][CH2:11]1)=[CH2:8]

Participants

5

Reactant 4

HCID 1049PyridineHCID 6101p-Toluenesulfonic acidHCID 83002-MethoxypropeneHCID 312751,4-Dioxane

Product 1

HCID 86751189HCID 86751189, compound

Procedure

24.0 g of 2-methoxypropene are slowly added dropwise at 10° C. to a solution of 20.0 g of partially hydrogenated poly-4-hydroxystyrene (Maruka Lyncur PHM-C, content of cycloaliphatic structural units about 10 mol %), a catalytic quantity of 4-toluenesulfonic acid and a catalytic quantity of pyridine in 140 ml of 1,4-dioxane. The reaction mixture is stirred at room temperature for 24 h; the reaction solution is subsequently eluted slowly through a column into which 50.0 g of a strongly basic macroporous anion exchanger based on sytrene/divinylbenzene copolymer (Amberlyst® A-26) have been washed. The polymer is precipitated by introducing the reaction solution into a mixture of water and isopropanol, filtered off with suction, washed with a mixture of water and isopropanol and dried to constant weight. 24.0 g of poly[4-(1-methoxy-1-methylethoxy)styrene/4-(1-methoxy-1-methylethoxy)vinylcyclohexane/4-hydroxystyrene/4-vinylcyclohexanol] are obtained, in which according to thermogravimetric analysis (TGA) 65 mol % of the original OH groups have been protected.

Workup

  1. washthe reaction solution is subsequently eluted slowly through a column into which 50.0 g of a strongly basic macroporous anion exchanger
  2. washhave been washed
  3. customThe polymer is precipitated
  4. additionby introducing the reaction solution
  5. additioninto a mixture of water and isopropanol
  6. filtrationfiltered off with suction
  7. washwashed with a mixture of water and isopropanol
  8. customdried to constant weight

Sources & evidence

ORD record
ord-cd7b4b0e09474bbfb5672f62329bcbf0
Source dataset
uspto-grants-1997_09
Patent number
US05663038

Reaction notes

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