Potassium Carbonate → HCID 131719276, compound

HRID 1900134Notes

Reaction equation

HRID 1900134 reaction equation
BrCC1C=C[C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[C:19]([Cl:24])[CH:18]=3)=[O:16])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[CH2:25]([CH2:28][NH2:29])[CH:26]=[CH2:27].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[ClH:23].[Cl:24][C:19]1[CH:18]=[C:17]([C:15]([C:12]2[CH:11]=[CH:10][C:9]([C:6]3[CH:5]=[CH:4][C:25]([CH2:28][NH:29][CH2:9][CH2:6][CH:5]=[CH2:4])=[CH:26][CH:27]=3)=[CH:14][CH:13]=2)=[O:16])[CH:22]=[CH:21][C:20]=1[Cl:23]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 4437323-Buten-1-amineHCID 19043698HCID 19043698, compound

Product 1

HCID 131719276HCID 131719276, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.0 g of 3,4-dichlorophenyl 4'-bromomethyl-4-biphenylyl ketone, 1.5 ml of N-allylmethylamine and 0.84 g of potassium carbonate in 25 ml of ethanol are heated to boiling under reflux for 4 hours. The mixture is evaporated and the residue is extracted with ether. The extracts are dried over magnesium sulfate and treated with an ethereal hydrogen chloride solution. The precipitated hydrochloride is filtered and dried. 4'[(Allylmethylamino)methyl]-4-biphenylyl 3,4-dichlorphenyl ketone hydrochloride, m.p. 160° C., is obtained.

Workup

  1. temperatureunder reflux for 4 hours
  2. customThe mixture is evaporated
  3. extractionthe residue is extracted with ether
  4. dry with materialThe extracts are dried over magnesium sulfate
  5. additiontreated with an ethereal hydrogen chloride solution
  6. filtrationThe precipitated hydrochloride is filtered
  7. customdried

Sources & evidence

ORD record
ord-176ae7c373864055855b8345af152de4
Source dataset
uspto-grants-1996_11
Patent number
US05574071

Reaction notes

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