Potassium Carbonate → HCID 70542436, compound

HRID 1112283Notes

Reaction equation

HRID 1112283 reaction equation
Cl[CH2:2][CH:3]1[CH2:7][N:6]([CH:8]([CH3:10])[CH3:9])[C:5](=[O:11])[C:4]1([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[OH:24][C:25]1([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1.[C:37](=[O:40])([O-:39])[O-].[K+].[K+]>C(O)C>[C:5]([OH:24])(=[O:11])/[CH:4]=[CH:18]\[C:37]([OH:39])=[O:40].[C:18]1([C:4]2([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:3]([CH2:2][N:28]3[CH2:27][CH2:26][C:25]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)([OH:24])[CH2:30][CH2:29]3)[CH2:7][N:6]([CH:8]([CH3:10])[CH3:9])[C:5]2=[O:11])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 963874-Phenylpiperidin-4-olHCID 12953546HCID 12953546, compound

Product 1

HCID 70542436HCID 70542436, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 15 g. (0.046 mole) of 4-chloromethyl-3,3-diphenyl-1-isopropyl-2-pyrrolidinone, 8.1 g. (0.046 mole) of 4-hydroxy-4-phenylpiperidine, 8.2 g. (0.06 mole) of potassium carbonate and 200 ml. of ethanol was heated in a steel bomb at 200° C. for 48 hours. The cooled mixture was partitioned between water and isopropyl ether. The dried isopropyl ether layer (sodium sulfate) was concentrated. The residual material (19 g.) was dissolved in 150 ml. of isopropyl alcohol to which solution was added 7.0 g of maleic acid and 50 ml. of isopropyl ether. The maleate salt was collected and recrystallized from isopropyl alcohol-water. The dried salt weighed 8.0 g and melted at 207°-208° C.

Workup

  1. additionA mixture of 15 g
  2. customThe cooled mixture was partitioned between water and isopropyl ether
  3. concentrationThe dried isopropyl ether layer (sodium sulfate) was concentrated
  4. dissolutionThe residual material (19 g.) was dissolved in 150 ml
  5. additionof isopropyl alcohol to which solution was added 7.0 g of maleic acid and 50 ml
  6. customThe maleate salt was collected
  7. customrecrystallized from isopropyl alcohol-water

Sources & evidence

ORD record
ord-6b1c41a2b2cc4c6c9e86bfabf79d2b49
Source dataset
uspto-grants-1978_10
Patent number
US04120969

Reaction notes

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