Water → HCID 15617921, compound

HRID 703885Notes

Reaction equation

HRID 703885 reaction equation
O[C:2]([CH3:19])([CH3:18])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]=1[OH:17].C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[CH3:18][C:2]([CH3:19])=[CH:3][CH2:4][CH2:5][CH2:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]=1[OH:17]

Participants

5

Reactant 3

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 15617920HCID 15617920, compound

Product 1

HCID 15617921HCID 15617921, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of the compound of Example 119 (0.45 g, 0.002 mole) and p-toluenesulfonic acid (4-5 crystals) in toluene (20 mL) was heated at reflux with azeotropic removal of water. After 18 hours, the cooled solution was washed with saturated aqueous sodium bicarbonate and evaporated to provide the title compound (0.4g, 100%) as an oil; mass spectrum: m/z 240.

Workup

  1. washthe cooled solution was washed with saturated aqueous sodium bicarbonate
  2. customevaporated

Sources & evidence

ORD record
ord-6266511d3b894d5d9a6e831d4991d916
Source dataset
uspto-grants-1991_01
Patent number
US04985442

Reaction notes

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