Sulfuric Acid → HCID 54324160, compound

HRID 2287046Notes

Reaction equation

HRID 2287046 reaction equation
[CH3:1][C:2]1([CH3:29])[CH:11]([N:12]([CH3:23])[S:13]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH2:10][C:9]2[C:4](=[CH:5][C:6]([O:24][CH3:25])=[CH:7][CH:8]=2)[C:3]1([CH:27]=[CH2:28])O.S(=O)(=O)(O)[OH:31]>O1CCOCC1>[CH3:29][C:2]1([CH3:1])[CH:11]([N:12]([CH3:23])[S:13]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH2:10][C:9]2[C:4](=[CH:5][C:6]([O:24][CH3:25])=[CH:7][CH:8]=2)[C:3]1=[CH:27][CH2:28][OH:31]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 53786818HCID 53786818, compound

Product 1

HCID 54324160HCID 54324160, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A stirred mixture of 149 g of 2,2-dimethyl-7-methoxy-3-(N-methyl-p-toluenesulphonamido)-1,2,3,4-tetrahydro-1-vinyl-1-naphthol, 1200 ml of dioxane and 1380 ml of 0.5 N sulphuric acid is heated until, after 40 minutes, a temperature of 90° C. is reached. The mixture is kept at that temperature during 2.5 hours whereafter it is cooled and extracted three times with chloroform. The chloroform solution is washed with plenty of water and then, after being dried, evaporated in vacuo. The residue is dissolved in acetone. From this solution the product separates as white crystals melting at 142°-144° C. Yield 70%.

Workup

  1. temperatureis heated until, after 40 minutes
  2. customa temperature of 90° C.
  3. temperatureis cooled
  4. extractionextracted three times with chloroform
  5. washThe chloroform solution is washed with plenty of water
  6. customafter being dried
  7. customevaporated in vacuo
  8. dissolutionThe residue is dissolved in acetone

Sources & evidence

ORD record
ord-1c1006d841334002859613b1c2b4c355
Source dataset
uspto-grants-1981_05
Patent number
US04268673

Reaction notes

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