Hydrochloric Acid → HCID 20337883, compound

HRID 1395651Notes

Reaction equation

HRID 1395651 reaction equation
[C:1]1([C:7]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)([CH:9]2[CH2:18][CH2:17][N:16]3[CH:11]([CH2:12][CH2:13][CH2:14][CH2:15]3)[CH2:10]2)O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:25]>>[ClH:25].[C:1]1([C:7]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[C:9]2[CH2:18][CH2:17][N:16]3[CH:11]([CH2:12][CH2:13][CH2:14][CH2:15]3)[CH2:10]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 313Hydrochloric Acid2×HCID 12519320HCID 12519320, compound

Product 1

HCID 20337883HCID 20337883, compound

Procedure

To 1.39 g. of α,α-diphenylquinolizidine-2-methanol was added 10 ml. of ethanolic hydrochloride. The resulting mixture was refluxed for 4 hrs. with stirring. The residue remained after the removal of the ethanol by distillation was dissolved in water. The solution was rendered alkaline with a potassium carbonate solution and extracted with chloroform. The chloroform layer was washed with water and dried. After the solvent was removed by distillation, light yellow liquid was obtained. The product was converted into the hydrochloride in a conventional manner. By recrystallization from acetone-ether, 0.47 g. of colorless needle 2-diphenylmethylenequinolizidine hydrochloride showing a melting point of 233° to 235° C. was obtained.

Workup

  1. temperatureThe resulting mixture was refluxed for 4 hrs
  2. customafter the removal of the ethanol
  3. distillationby distillation
  4. dissolutionwas dissolved in water
  5. extractionextracted with chloroform
  6. washThe chloroform layer was washed with water
  7. customdried
  8. customAfter the solvent was removed by distillation
  9. customlight yellow liquid was obtained
  10. customBy recrystallization from acetone-ether, 0.47 g

Sources & evidence

ORD record
ord-e30e8f3eca694d7298787af3a2b27bbd
Source dataset
uspto-grants-1980_05
Patent number
US04205074

Reaction notes

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