1,2-Dimethoxyethane → HCID 9822082, compound

HRID 1268377Notes

Reaction equation

HRID 1268377 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][C:10](=[CH2:13])[C:9]2=[O:14])=[CH:4][CH:3]=1.[CH3:15][O:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.COCCOC>O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][CH:10]([CH2:13][N:22]3[CH2:23][CH2:24][N:19]([CH2:18][CH2:17][O:16][CH3:15])[CH2:20][CH2:21]3)[C:9]2=[O:14])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 80711,2-DimethoxyethaneHCID 3219041-(4-bromophenyl)-3-methylene-2-pyrrolidinoneHCID 27346381-(2-Methoxyethyl)piperazine

Product 1

HCID 9822082HCID 9822082, compoundYield 92.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.31 g of 1-(4-bromophenyl)-3-methylene-2-pyrrolidinone and 1.00 g of 4-(2-methoxyethyl)piperazine were mixed with 5 ml of ethylene glycol dimethyl ether. The mixture was refluxed for 6.5 hours and then cooled. Thereto was added water. The mixture was subjected to extraction with ethyl acetate twice. The organic layer was dried over anhydrous magnesium sulfate and then concentrated to obtain 1.91 g of 1-(4-bromophenyl)-3-[4-(2-methoxyethyl)piperazine-1-yl]methyl-2-pyrrolidinone.

Workup

  1. temperatureThe mixture was refluxed for 6.5 hours
  2. temperaturecooled
  3. extractionThe mixture was subjected to extraction with ethyl acetate twice
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-e7940c11add447ce9a6e858f116c483f
Source dataset
uspto-grants-2003_04
Patent number
US06555694B1

Reaction notes

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