p-Toluenesulfonic acid → HCID 53763354, compound

HRID 325575Notes

Reaction equation

HRID 325575 reaction equation
[CH2:1]([NH:15][C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=1)[C:19]([OH:21])=[O:20])[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]=[C:18]([CH:22]=[CH:23][CH:24]=1)[C:19]([O:21][CH:26]1[CH2:27][CH2:28][CH2:29][CH2:30][O:25]1)=[O:20])[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 53742909HCID 53742909, compound

Product 1

HCID 53763354HCID 53763354, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 7 g. 3-(4-tetradecenylamino)benzoic acid, 2 g. dihydropyran and 100 mg. 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-e8ce194482884e3cb0e1a92fbc6360c2
Source dataset
uspto-grants-1984_04
Patent number
US04440940

Reaction notes

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