Hydrochloric Acid → HCID 21502282, compound

HRID 1657442Notes

Reaction equation

HRID 1657442 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5](=[C:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH:12]=[C:11](N3CCCCC3)[C:10]3[CH:25]=[CH:26][CH:27]=[CH:28][C:9]2=3)[CH2:4][CH2:3]1.Cl.C[OH:31]>O>[CH3:1][N:2]1[CH2:7][CH2:6][C:5](=[C:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH2:12][C:11](=[O:31])[C:10]3[CH:25]=[CH:26][CH:27]=[CH:28][C:9]2=3)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 21502279HCID 21502279, compound

Product 1

HCID 21502282HCID 21502282, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-Methyl-4-(10-(1-piperidyl)-5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine, 2.4 g., is refluxed for 4 hours with 100 ml. of 10% HCl in water and 50 ml. of methanol. The methanol is evaporated and the remaining oil and water is made basic with solid NaHCO3 until no more CO2 is evolved. It is then extracted three times with 50 ml. each of toluene, combined extracts dried over MgSO4, filtered, and the toluene evaporated on a rotary evaporator leaving a residual product which crystallizes on standing. Three recrystallizations of this product from hexane gives 1-methyl-4-(10,11-dihydro-10-oxo-dibenzo[a,d]cyclo-hepten-5-ylidene)piperidine, m.p. 142°-143°C.

Workup

  1. temperature, is refluxed for 4 hours with 100 ml
  2. customThe methanol is evaporated
  3. extractionIt is then extracted three times with 50 ml
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customthe toluene evaporated on a rotary evaporator
  7. customleaving a residual product which
  8. customcrystallizes on standing
  9. customThree recrystallizations of this product from hexane

Sources & evidence

ORD record
ord-d281a15eddd243818ba10da3cfbed007
Source dataset
uspto-grants-1976_06
Patent number
US03960872

Reaction notes

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