Water → HCID 19102668, compound

HRID 1198393Notes

Reaction equation

HRID 1198393 reaction equation
[C:1]1([CH2:7][CH2:8][C:9]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17]([O:25][CH2:26][C:27](Cl)=[O:28])(=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.O>C1(C)C=CC=CC=1.C(N(CC)CC)C>[C:18]1([CH2:17][O:25][CH2:26][C:27]([N:14]2[CH2:13][CH2:12][N:11]([C:9](=[O:10])[CH2:8][CH2:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:16][CH2:15]2)=[O:28])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

6

Reactant 3

HCID 962WaterHCID 10888895Acetyl chloride, (benzoyloxy)-HCID 167696143-phenyl-1-(piperazin-1-yl)propan-1-one

Product 1

HCID 19102668HCID 19102668, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8471TriethylamineSolvent

Procedure

To a stirred solution of 1-(3-phenylpropionyl)piperazine (115 g) in toluene (557 ml) and triethylamine (76 ml) was added benzoyloxyacetyl chloride (87 ml) at such a rate to keep the temperature below 30° C. After 30 min water (577 ml) was added and the reaction was stirred for a further 30 min. The layers were separated and the organic layer was washed with sodium carbonate and sodium chloride solution. The dried solution was evaporated in vacuo to give 193 g of 1-[(phenylmethoxy)acetyl]-4-(3-phenylpropionyl)piperazine.

Workup

  1. customthe temperature below 30° C
  2. customThe layers were separated
  3. washthe organic layer was washed with sodium carbonate and sodium chloride solution
  4. customThe dried solution was evaporated in vacuo

Sources & evidence

ORD record
ord-19b681b0d7eb497bbfd1b5f461250a37
Source dataset
uspto-grants-1994_01
Patent number
US05281598

Reaction notes

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