Potassium Iodide → HCID 18950367, compound

HRID 1655165Notes

Reaction equation

HRID 1655165 reaction equation
Br[CH2:2][C:3]#[C:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[I-].[K+].[OH:14][N:15]1[C:19](=[O:20])[C:18]2=[CH:21][CH:22]=[CH:23][CH:24]=[C:17]2[C:16]1=[O:25].C(=O)([O-])[O-].[K+].[K+]>CN1CCCC1=O>[C:6]1([CH2:5][C:4]#[C:3][CH2:2][O:14][N:15]2[C:16](=[O:25])[C:17]3=[CH:24][CH:23]=[CH:22][CH:21]=[C:18]3[C:19]2=[O:20])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 10665N-HydroxyphthalimideHCID 11430Potassium CarbonateHCID 18950366HCID 18950366, compound

Product 1

HCID 18950367HCID 18950367, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

51.3 g (0.23 mol) of the 1-bromo-4-phenyl-2-butyne obtained above were added dropwise in the course of 30 minutes to a mixture consisting of 230 ml of N-methylpyrrolid-2-one, 3 g of potassium iodide, 37 g (0.23 mol) of N-hydroxyphthalimide and 20.6 g (0.15 mol) of potassium carbonate. Stirring was carried out for a further 5 hours at 60° C. and then overnight at room temperature, the mixture was poured into 800 ml of ice water and the precipitated crystals were filtered off under suction and washed thoroughly with water and isopropanol.

Workup

  1. additionabove were added dropwise in the course of 30 minutes to a mixture
  2. filtrationthe precipitated crystals were filtered off under suction
  3. washwashed thoroughly with water and isopropanol

Sources & evidence

ORD record
ord-095d80416eb14faa8524b29ae78974de
Source dataset
uspto-grants-1993_10
Patent number
US05250505

Reaction notes

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