Potassium Carbonate → HCID 67849059, compound

HRID 2380216Notes

Reaction equation

HRID 2380216 reaction equation
[N:1]1([CH2:6][CH:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:10][CH2:9][NH:8]2)[CH2:5][CH:4]=[CH:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].[Cl:23][C:24]1[CH:25]=[C:26]([CH2:31][C:32](Cl)=[O:33])[CH:27]=[CH:28][C:29]=1[Cl:30].Cl.C(OCC)C>C(Cl)(Cl)Cl.C(OCC)(=O)C>[ClH:23].[N:1]1([CH2:6][C:7]2([C:32](=[O:33])[CH2:31][C:26]3[CH:27]=[CH:28][C:29]([Cl:30])=[C:24]([Cl:23])[CH:25]=3)[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:10][CH2:9][NH:8]2)[CH2:5][CH:4]=[CH:3][CH2:2]1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 27581492-(3,4-Dichlorophenyl)acetyl chlorideHCID 10953452Ether hydrochlorideHCID 15020432HCID 15020432, compound

Product 1

HCID 67849059HCID 67849059, compoundYield 85.1%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8857Ethyl AcetateSolvent

Procedure

Prepared as Example No. 1 from 1.44 g (6.73 mmoles) of 1-(3-pyrrolin-1-yl)methyl-1,2,3,4-tetrahydroisoquinoline, 1.8 g (13.05 mmoles) of anhydrous potassium carbonate and 1.8 g (8.05 mmoles) of 3,4-dichlorophenylacetyl chloride in 50 ml of dry chloroform. The work-up of the reaction mixture afforded 1.9 g of the crude product which was dissolved in 60 ml of ethyl acetate and the solution brought to acidic pH with HCl/diethyl ether. The precipitate was filtered, washed and dried, to yield 1.5 g of the title compound.

Workup

  1. customThe work-up of the reaction mixture afforded 1.9 g of the crude product which
  2. filtrationThe precipitate was filtered
  3. washwashed
  4. customdried

Sources & evidence

ORD record
ord-ef32aa849de54323baa684105bf322ed
Source dataset
uspto-grants-1994_11
Patent number
US05366981

Reaction notes

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