Triethylamine → HCID 66585107, Verbindung

HRID 589872Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 589872
Cl.[N:2]1([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:7][CH2:6][NH:5][CH:4]([C:8]([O:10][CH3:11])=[O:9])[CH2:3]1.C(N(CC)CC)C.[CH:26]1([C:29](Cl)=[O:30])[CH2:28][CH2:27]1>ClCCl>[CH:26]1([C:29]([N:5]2[CH2:6][CH2:7][N:2]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:3][CH:4]2[C:8]([O:10][CH3:11])=[O:9])=[O:30])[CH2:28][CH2:27]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 450721861-Tert-butyl 3-methyl piperazine-1,3-dicarboxylate hydrochloride

Produkt 1

HCID 66585107HCID 66585107, VerbindungAusbeute 103,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution cooled to 0° C. of 10.0 g (35.6 mmol) of 1-tert-butyl 3-methyl piperazine-1,3-dicarboxylate hydrochloride (CAS 129799-08-2) in 350 ml of dichloromethane are added 11.0 ml (79.1 mmol) of triethylamine and then, over 35 minutes, 3.6 ml (40 mmol) of cyclopropylcarbonyl chloride dissolved in 50 ml of dichloromethane. The medium is stirred from 0° C. to room temperature over 4 hours 30 minutes and is then washed with twice 40 ml of water and dried over sodium sulfate. The solvent is evaporated off under reduced pressure and the residue is chromatographed on a column of 90 g of silica gel, eluting with a mixture of 5 to 50% ethyl acetate in dichloromethane, to give 11.5 g 1-tert-butyl 3-methyl 4-cyclopropanecarbonylpiperazine-1,3-dicarboxylate in the form of a viscous oil.

Aufarbeitung

  1. washis then washed with twice 40 ml of water
  2. dry with materialdried over sodium sulfate
  3. customThe solvent is evaporated off under reduced pressure
  4. customthe residue is chromatographed on a column of 90 g of silica gel
  5. washeluting with a mixture of 5 to 50% ethyl acetate in dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-3ed6ed818b4744d5b79028b1c7ed6cbf
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09233965B2

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