Methane → HCID 12838137, compound

HRID 1648787Notes

Reaction equation

HRID 1648787 reaction equation
C[O:2][C:3]([CH2:5][CH2:6][C:7]([NH:9][C:10]1[CH:31]=[CH:30][C:13]([O:14][CH2:15][CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][N:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:20][CH2:19]2)=[C:12]([O:32][CH3:33])[CH:11]=1)=[O:8])=O.C1(C)C(C)=CC=CC=1.C>C(Cl)(Cl)Cl>[C:3]1(=[O:2])[N:9]([C:10]2[CH:31]=[CH:30][C:13]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:19][CH2:20][N:21]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:22][CH2:23]3)=[C:12]([O:32][CH3:33])[CH:11]=2)[C:7](=[O:8])[CH2:6][CH2:5]1

Participants

5

Reactant 3

HCID 297MethaneHCID 7237O-XyleneHCID 12838118HCID 12838118, compound

Product 1

HCID 12838137HCID 12838137, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 20 g of 1-{3-[4-(3-methoxycarbonyl-propionamido)-2-methoxyphenoxy]-n-propyl}-4-phenyl-piperazine and 2 ml of xylene is stirred at 150° C. for 20 hours. Then, chloroform is added to the reaction mixture, and said mixture is treated with activated charcoal and then evaporated under reduced pressure to remove the solvent. The residue is purified by silica gel chromatography (Solvent: 1% methanol/chloroform), and then recrystallized from ethyl acetate. 910 mg of 1-[3-(4-succinimido-2-methoxyphenoxy)-n-propyl]-4-phenyl-piperazine are obtained as colorless needles. Yield: 54%

Workup

  1. customevaporated under reduced pressure
  2. customto remove the solvent
  3. customThe residue is purified by silica gel chromatography (Solvent: 1% methanol/chloroform)
  4. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-7c2c6f3cb8fd44d7824bb1cafc30d6a5
Source dataset
uspto-grants-1983_11
Patent number
US04413006

Reaction notes

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