p-Toluenesulfonic acid → HCID 54163454, compound

HRID 904504Notes

Reaction equation

HRID 904504 reaction equation
[CH2:1]([NH:15][C:16]1[CH:24]=[CH:23][C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=1)[CH2:2][CH2:3][CH:4]=[CH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[O:25]1[CH:30]=[CH:29][CH2:28][CH2:27][CH2:26]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH2:1]([NH:15][C:16]1[CH:17]=[CH:18][C:19]([C:20]([O:22][CH:26]2[CH2:27][CH2:28][CH2:29][CH2:30][O:25]2)=[O:21])=[CH:23][CH:24]=1)[CH2:2][CH2:3][CH:4]=[CH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 80803,4-dihydro-2H-pyranHCID 54329824HCID 54329824, compound

Product 1

HCID 54163454HCID 54163454, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 7 g. 4-(4-tetradecenylamino)benzoic acid, 2 g. dihydropyran and 100 mg. of anhydrous p-toluenesulfonic acid in 50 ml. toluene is stirred at room temperature for 20 hours. The solution is washed with saturated sodium bicarbonate, dried, and evaporated. The residue is collected and crystallized from methylcyclohexane to yield the product as white crystals.

Workup

  1. additionA mixture of 7 g
  2. washThe solution is washed with saturated sodium bicarbonate
  3. customdried
  4. customevaporated
  5. customThe residue is collected
  6. customcrystallized from methylcyclohexane

Sources & evidence

ORD record
ord-db78d46e561e435d986703bed0705944
Source dataset
uspto-grants-1980_10
Patent number
US04230878

Reaction notes

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