p-Toluenesulfonic acid → NSC16738

HRID 1902171Notes

Reaction equation

HRID 1902171 reaction equation
[CH2:1]([OH:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[C:12](O)(=[O:22])[C:13]1[CH:21]=[CH:20][C:18]([OH:19])=[C:15]([O:16][CH3:17])[CH:14]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[C:12]([O:11][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])(=[O:22])[C:13]1[CH:21]=[CH:20][C:18]([OH:19])=[C:15]([O:16][CH3:17])[CH:14]=1

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 81741-DecanolHCID 8468Vanillic Acid

Product 1

HCID 226358NSC16738Yield 50%

Procedure

The n-decyl vanillate was synthesized by refluxing decyl alcohol with vanillic acid in the presence of p-toluenesulfonic acid. After removal of the unreacted alcohol, purification and recrystallization from n-pentane, the n-decyl vanillate had a melting point of 40°-40.5° C. (Yield: about 50%).

Workup

  1. customAfter removal of the unreacted alcohol, purification and recrystallization from n-pentane

Sources & evidence

ORD record
ord-b65ac591ef3141d3adf2f014520a93f7
Source dataset
uspto-grants-1982_12
Patent number
US04362510

Reaction notes

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