Potassium Carbonate → HCID 20544167, compound

HRID 2285778Notes

Reaction equation

HRID 2285778 reaction equation
[Cl:1][CH2:2][CH2:3][CH:4]1[CH2:8][N:7]([CH:9]([CH3:11])[CH3:10])[C:6](=[O:12])[C:5]1([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:25]1([C:31]2([OH:37])[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C(=O)([O-])[O-].[K+].[K+]>>[ClH:1].[CH:9]([N:7]1[CH2:8][CH:4]([CH2:3][CH2:2][N:34]2[CH2:35][CH2:36][C:31]([OH:37])([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH2:32][CH2:33]2)[C:5]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:6]1=[O:12])([CH3:11])[CH3:10]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 963874-Phenylpiperidin-4-olHCID 20544116HCID 20544116, compound

Product 1

HCID 20544167HCID 20544167, compound

Procedure

A stirred mixture of 26.5 g. (0.078 mole) of 4-(2-chloroethyl)-1-isopropyl-3,3-diphenyl-2-pyrrolidinone, 14 g. (0.078 mole) of 4-phenyl-4-piperidinol and 27 g. of potassium carbonate was refluxed for 18 hrs. The mixture was cooled, filtered and the filtrate was evaporated to an oil. The crude product was dissolved in ether and treated with ethereal hydrogen chloride. After recrystallization from isopropanol the product melted at 130°-132° C. (31.5 g.; 77%).

Workup

  1. additionA stirred mixture of 26.5 g
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. customthe filtrate was evaporated to an oil
  5. dissolutionThe crude product was dissolved in ether
  6. additiontreated with ethereal hydrogen chloride
  7. customAfter recrystallization from isopropanol the product melted at 130°-132° C. (31.5 g.; 77%)

Sources & evidence

ORD record
ord-25331851a93e47e2a9a349fae4117da1
Source dataset
uspto-grants-1982_04
Patent number
US04324791

Reaction notes

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