Hydrochloric Acid → HCID 53884968, compound

HRID 2287047Notes

Reaction equation

HRID 2287047 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:26][CH2:27][OH:28].Cl.[CH3:31][CH2:32][O:33][CH2:34][CH3:35].[C:36](=O)([O-])[O-].[K+].[K+]>O1C=CCCC1.O>[CH3:1][C:2]1([CH3:29])[CH:11]([N:12]([CH3:23])[S:13]([C:16]2[CH:17]=[CH:18][C:19]([CH3:22])=[CH:20][CH:21]=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:26][CH2:27][O:28][CH:32]1[CH2:31][CH2:36][CH2:35][CH2:34][O:33]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether2×HCID 11430Potassium CarbonateHCID 54324160HCID 54324160, compound

Product 1

HCID 53884968HCID 53884968, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 80803,4-dihydro-2H-pyranSolvent

Procedure

To a mechanically stirred suspension of 126 g of 2,2-dimethyl-1-(2-hydroxyethylidene)-7-methoxy-3-(N-methyl-p-toluenesulphonamido)-1,2,3,4-tetrahydronaphthalene in 550 ml of 2,3-dihydropyran there is added 5 ml of concentrated hydrochloric acid when under the development of heat a clear solution is being formed. After the mixture has been kept at 25° C. for one hour 400 ml of ether is added followed by an aqueous solution of potassium carbonate in water. The mixture is shaken and the organic layer is dried and evaporated, respectively. The residue is treated with petroleum ether (boiling range 40°-60° C.) which results in the formation of a clear solution covering a semi crystalline layer. From the supernatant a first crop of crystalline product can be secured. The rest can be gathered by dissolving the semi solid mass in boiling ether and cooling the ethereal solution whereupon crystallization of the product takes place. The product melts at 128°-130° C. Yield 80%.

Workup

  1. temperatureof heat a clear solution
  2. customis being formed
  3. customthe organic layer is dried
  4. customevaporated
  5. additionThe residue is treated with petroleum ether (boiling range 40°-60° C.) which
  6. customresults in the formation of a clear solution
  7. dissolutionby dissolving the semi solid mass
  8. temperaturecooling the ethereal solution
  9. customwhereupon crystallization of the product

Sources & evidence

ORD record
ord-44cdd43d6890426b92004589234c6e45
Source dataset
uspto-grants-1981_05
Patent number
US04268673

Reaction notes

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