Potassium Carbonate → Trityl piperazine phenyl carbamate

HRID 563840

Reaktionsgleichung

Reaktionsgleichung von HRID 563840
C(O)(=O)CCC(O)=O.[C:9]([N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[C:34](=[O:37])([O-])[O-:35].[K+].[K+].ClC(O[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)=O>ClCCl.O>[C:44]1([NH:28][C:34](=[O:37])[OH:35])[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1.[C:9]([N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1)([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 15891Phenyl chloroformateHCID 67005131N-trityl piperazine, succinate salt

Produkt 1

HCID 86622265Trityl piperazine phenyl carbamateAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

To a cooled suspension of compound 11 in dichloromethane (6 mL/g 11) was added a solution of potassium carbonate (3.2 eq) in water (4 mL/g potassium carbonate). To this two-phase mixture was slowly added a solution of phenyl chloroformate (1.03 eq) in dichloromethane (2 g/g phenyl chloroformate). The reaction mixture was warmed to 20° C. Upon reaction completion (1-2 hr), the layers were separated. The organic layer was washed with water, and dried over anhydrous potassium carbonate. The product 35 was isolated by crystallization from acetonitrile. Yield=80%

Aufarbeitung

  1. customUpon reaction completion (1-2 hr)
  2. customthe layers were separated
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous potassium carbonate

Quellen und Nachweise

ORD-Eintrag
ord-85376bceae2a418896f18fd7b8734b6b
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067571B2

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