p-Toluenesulfonic acid → HCID 67626164, compound

HRID 1956088Notes

Reaction equation

HRID 1956088 reaction equation
[CH:1]([C:10]1[CH:11]=[N:12][C:13]([C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH:27]([O:29]C3CCCCO3)[CH3:28])=[CH:18][CH:17]=2)=[N:14][CH:15]=1)=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].C1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[CH:1]([C:10]1[CH:15]=[N:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH:27]([OH:29])[CH3:28])=[CH:18][CH:17]=2)=[N:12][CH:11]=1)=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 67657483HCID 67657483, compound

Product 1

HCID 67626164HCID 67626164, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a reactor equipped with a stirrer and a thermometer., 5-nonenyl-2-[4-(6-tetrahydropyranyloxy-1-heptyl)phenyl]-pyrimidine, p-toluenesulfonic acid and methanol are charged and reacted at room temperature for 2 hours. Then, the reaction mixture is extracted with toluene and the extract is washed with water and evaporated under reduced pressure. A resulting residue is purified by silica gel column chromatography to obtain 5-nonenyl-2-[4-(6-hydroxy-1-heptyl)phenyl]pyrimidine

Workup

  1. customIn a reactor equipped with a stirrer
  2. customreacted at room temperature for 2 hours
  3. extractionThen, the reaction mixture is extracted with toluene
  4. washthe extract is washed with water
  5. customevaporated under reduced pressure
  6. customA resulting residue is purified by silica gel column chromatography

Sources & evidence

ORD record
ord-9d62b238e81f40d8884e844b5722bc3a
Source dataset
uspto-grants-1998_07
Patent number
US05779934

Reaction notes

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