Ethyl 3-[N-[3-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)propyl]-N-methylamino]propionate → HCID 14929601, compound

HRID 1647437Notes

Reaction equation

HRID 1647437 reaction equation
[CH:1]1[C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:6](=[CH:16][CH2:17][CH2:18][N:19]([CH2:21][CH2:22][C:23]([O:25]CC)=[O:24])[CH3:20])[C:5]=2[CH:4]=[CH:3][CH:2]=1>CO.[OH-].[Na+]>[CH:12]1[C:8]2[CH:9]=[CH:10][C:11]3[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=3[C:6](=[CH:16][CH2:17][CH2:18][N:19]([CH2:21][CH2:22][C:23]([OH:25])=[O:24])[CH3:20])[C:7]=2[CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 1

HCID 15291884Ethyl 3-[N-[3-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)propyl]-N-methylamino]propionate

Product 1

HCID 14929601HCID 14929601, compoundYield 73.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

To a solution of 1.81 g of ethyl 3-[N-[3-(5H-dibenzo[a,d]cyclohepten-5-ylidene)propyl]-N-methylamino]propionate in 19 ml of methanol, 5 ml of 2N sodium hydroxide aqueous solution was added and the mixture was refluxed for 30 minutes. The solvent was removed by distillation, and then the residue was dissolved in warm water and the solution was neutralized with 2N hydrochloric acid. The crystals precipitated were collected by filtration to give 1.23 g of colorless crystals. Recrystallization from aqueous ethanol gave colorless needles, mp 119°-120° C.

Workup

  1. temperaturethe mixture was refluxed for 30 minutes
  2. customThe solvent was removed by distillation
  3. dissolutionthe residue was dissolved in warm water
  4. customThe crystals precipitated
  5. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-d56998e2b3474d5397eb709a22eaaf3f
Source dataset
uspto-grants-1995_07
Patent number
US05432192

Reaction notes

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