Potassium Carbonate → HCID 11381030, compound

HRID 369829Notes

Reaction equation

HRID 369829 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][C:7]([OH:11])=[CH:8][CH:9]=2)[CH2:4][CH2:3][NH:2]1.[Cl:12][C:13]1[CH:18]=[CH:17][C:16](/[CH:19]=[CH:20]/[CH2:21]Cl)=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:12][C:13]1[CH:18]=[CH:17][C:16](/[CH:19]=[CH:20]/[CH2:21][N:2]2[CH2:3][CH2:4][C:5]3[C:10](=[CH:9][CH:8]=[C:7]([OH:11])[CH:6]=3)[CH2:1]2)=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 266981,2,3,4-Tetrahydroisoquinolin-6-olHCID 11194771HCID 11194771, compound

Product 1

HCID 11381030HCID 11381030, compoundYield 62.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 2 g of 1,2,3,4-tetrahydro-6-isoquinolinol and 2.5 g of (E)-1-chloro-4-[3-chloro-1-propenyl]-benzene, 2 g of potassium carbonate and 50 ml of DMF was stirred for 36 hours at 25° C. and then the DMF was evaporated off under reduced pressure. The residue was taken up in a mixture of methylene chloride and water and filtration was carried out to obtain 2.5 g of the desired product melting at 233-234° C.

Workup

  1. customthe DMF was evaporated off under reduced pressure
  2. additionThe residue was taken up in a mixture of methylene chloride and water and filtration

Sources & evidence

ORD record
ord-a2b7f126f446498bb744549c08126ffa
Source dataset
uspto-grants-2000_10
Patent number
US06140340

Reaction notes

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