Potassium Iodide → 4-(1-piperidyl)-1-[7-[4-(1-piperidyl)butanoyl]-9H-xanthen-2-yl]butan-1-one

HRID 1076903Notes

Reaction equation

HRID 1076903 reaction equation
Cl[CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:20]=[CH:19][C:18]2[O:17][C:16]3[C:11](=[CH:12][C:13]([C:21](=[O:26])[CH2:22][CH2:23][CH2:24]Cl)=[CH:14][CH:15]=3)[CH2:10][C:9]=2[CH:8]=1)=[O:6].[NH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1.[I-].[K+]>CC(=O)CC>[N:27]1([CH2:2][CH2:3][CH2:4][C:5]([C:7]2[CH:20]=[CH:19][C:18]3[O:17][C:16]4[C:11](=[CH:12][C:13]([C:21](=[O:26])[CH2:22][CH2:23][CH2:24][N:27]5[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]5)=[CH:14][CH:15]=4)[CH2:10][C:9]=3[CH:8]=2)=[O:6])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 8082PiperidineHCID 123402802,7-Bis(4-chlorobutyryl)xanthene

Product 1

HCID 5154014-(1-piperidyl)-1-[7-[4-(1-piperidyl)butanoyl]-9H-xanthen-2-yl]butan-1-one

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 19.6 g (0.05 mole) of 2,7-bis(4-chlorobutyryl)-xanthene, 34.0 g (0.4 mole) of piperidine, 16.6 g (0.1 mole) of potassium iodide and 200 ml. of butanone was refluxed with stirring for 21/2 days. The reaction mixture was poured into 1000 ml. of water, and the solid which precipitated was filtered and recrystallized from methylene chloride-acetone then from acetone to give the desired product. M.P. 115°-117°C.

Workup

  1. additionThe reaction mixture was poured into 1000 ml
  2. customof water, and the solid which precipitated
  3. filtrationwas filtered
  4. customrecrystallized from methylene chloride-acetone

Sources & evidence

ORD record
ord-6e60d625acc44d079425a18f0c014cbd
Source dataset
uspto-grants-1976_05
Patent number
US03957989

Reaction notes

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