1-Cinnamylpiperazine → 2-(Ethoxy)-2-oxoethyl trans-4-(3-phenylprop-2-en-1-yl)piperazine-1-carboxylate

HRID 1454985

Reaktionsgleichung

Reaktionsgleichung von HRID 1454985
[CH2:1]([N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)/[CH:2]=[CH:3]/[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:16]([O:18][C:19](=[O:31])[CH2:20][O:21][C:22](OC1C=CC=CC=1)=[O:23])[CH3:17]>C1(C)C=CC=CC=1>[C:4]1(/[CH:3]=[CH:2]/[CH2:1][N:10]2[CH2:15][CH2:14][N:13]([C:22]([O:21][CH2:20][C:19]([O:18][CH2:16][CH3:17])=[O:31])=[O:23])[CH2:12][CH2:11]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Komponenten

4

Versuchsvorschrift

A solution of 1.40 g (6.93 mmol) of trans-1-cinnamylpiperazine and 1.74 g (7.76 mmol) of ethyl{[(phenoxy)carbonyl]oxy}acetate (J. Med. Chem., 1999, 42, 277-290) in 15 ml of toluene is heated at 80° C. overnight. It is evaporated to dryness and the residue is taken up in 50 ml of ethyl acetate. It is washed with 2 times 20 ml of water and 1 times 10 ml of saturated aqueous sodium chloride solution. It is dried over sodium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with a 50/50 mixture of cyclohexane and ethyl acetate, then with ethyl acetate, to give 0.814 g of product in the form of a pale yellow oil.

Aufarbeitung

  1. customIt is evaporated to dryness
  2. washIt is washed with 2 times 20 ml of water and 1 times 10 ml of saturated aqueous sodium chloride solution
  3. dry with materialIt is dried over sodium sulphate
  4. customevaporated to dryness
  5. customThe residue is purified by chromatography on silica gel
  6. washeluting with a 50/50 mixture of cyclohexane and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-33fefda3eeda40a3914791a5e94b15c1
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07482346B2

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